<?xml version="1.0" encoding="UTF-8"?><rss xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:content="http://purl.org/rss/1.0/modules/content/" xmlns:atom="http://www.w3.org/2005/Atom" version="2.0" xmlns:itunes="http://www.itunes.com/dtds/podcast-1.0.dtd" xmlns:googleplay="http://www.google.com/schemas/play-podcasts/1.0"><channel><title><![CDATA[HOW - Everything About AI Literacy]]></title><description><![CDATA[HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.]]></description><link>https://read.how.sg</link><image><url>https://substackcdn.com/image/fetch/$s_!lJo5!,w_256,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73b902f3-8f61-4631-990c-c1a46f3c2f17_1000x1000.png</url><title>HOW - Everything About AI Literacy</title><link>https://read.how.sg</link></image><generator>Substack</generator><lastBuildDate>Mon, 06 Apr 2026 11:00:49 GMT</lastBuildDate><atom:link href="https://read.how.sg/feed" rel="self" type="application/rss+xml"/><copyright><![CDATA[How SG Pte Ltd]]></copyright><language><![CDATA[en]]></language><webMaster><![CDATA[howsg@substack.com]]></webMaster><itunes:owner><itunes:email><![CDATA[howsg@substack.com]]></itunes:email><itunes:name><![CDATA[HOW]]></itunes:name></itunes:owner><itunes:author><![CDATA[HOW]]></itunes:author><googleplay:owner><![CDATA[howsg@substack.com]]></googleplay:owner><googleplay:email><![CDATA[howsg@substack.com]]></googleplay:email><googleplay:author><![CDATA[HOW]]></googleplay:author><itunes:block><![CDATA[Yes]]></itunes:block><item><title><![CDATA[When you're reading an LLM output — which mirror are you actually looking at?]]></title><description><![CDATA[There&#8217;s a habit I picked up from years of teaching web analytics.]]></description><link>https://read.how.sg/p/when-youre-reading-an-llm-output</link><guid isPermaLink="false">https://read.how.sg/p/when-youre-reading-an-llm-output</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 06 Apr 2026 00:02:36 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!r69u!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>There&#8217;s a habit I picked up from years of teaching web analytics. Before I explain any concept, I ask people to imagine they&#8217;re driving a car.</p><p>Every driver has three vantage points. The rear-view mirror: hindsight. The windshield: insight. The GPS: foresight.</p><p>Three mirrors. Three types of intelligence. Three completely different jobs.</p><p>When you&#8217;re reading an LLM output, which mirror are you actually looking at?</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!r69u!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!r69u!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!r69u!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!r69u!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!r69u!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!r69u!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:468652,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/193031137?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!r69u!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!r69u!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!r69u!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!r69u!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F46c3c328-26e3-4a87-adc8-1c1247c32773_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>The Rear-View Mirror: What the LLM Was Trained On</strong></p><p>An LLM is a compressed memory. A vast compression of books, articles, websites, research papers, and code repositories. All of it captured up to a specific date. That date is called the knowledge cutoff. After that point, the model learned nothing new.</p><p>Think of the most well-read person you&#8217;ve ever met. Now imagine they read everything: every major publication, every industry journal, every academic paper ever digitised. Then they entered a sealed room. Everything before that door closed? Encyclopedic. Everything after? Gone.</p><p>That is your LLM. That is the rear-view mirror.</p><p>This is where the model earns its keep. Established frameworks. Foundational principles. Historical case studies. Industry mechanics. You are getting depth that no single human brain can match.</p><p>But here is the thing about rear-view mirrors. They are designed for a glance, not a gaze.</p><p>Every driving instructor will tell you the same thing: check your rear-view, then return your eyes to the road. The mirror is a tool. It is not a destination. The driver who fixates on what is behind them, who navigates forward by staring backwards, does not need bad luck to crash. It is a question of when.</p><p>The same is true of the LLM.</p><p>The rear-view mirror has a fatal blind spot. It cannot show you what is happening right now. And when the gap between its training and your question is too wide, the model doesn&#8217;t say &#8220;I don&#8217;t know.&#8221; It fills the gap with plausible-sounding text. The industry calls this hallucination. I call it what it is: confident fiction.</p><p>It will cite studies that don&#8217;t exist. Quote regulations that have since changed. Describe a competitor&#8217;s product as it was two years ago. All of it in fluent, authoritative prose that reads like it was written by someone who definitely checked.</p><p>Your hindsight, leaned on too heavily, becomes your blindspot.</p><p>The rear-view mirror is your reference point. Not your reality check. Glance at it. Then look at the road.</p><p><strong>The Windshield: What Only You Can See</strong></p><p>Here is the part most AI training programmes get exactly backwards.</p><p>They teach people to trust the output. The actual skill is knowing when not to.</p><p>Your domain knowledge is the windshield. What you can see clearly right now, in your specific context: your industry, your organisation, your client, your market. Intelligence that no LLM has, because it was never written down, never published, never scraped, never trained into any model.</p><p>The twenty years of instinct that tells you a strategy feels off even when the logic looks right. The client knowledge that makes you read a brief differently from anyone else. The scar tissue from the launch that almost worked. None of that is in any training data.</p><p>This is insight. And it is not a supplement to AI. It is the evaluation layer that every LLM output must pass through before it becomes a decision.</p><p>The professionals I worry about are the ones who read an LLM response, feel impressed by the fluency, and move directly to action. They have stopped looking through the windshield. They are navigating by rear-view mirror alone.</p><p>The standard is this: treat every significant LLM output the way a senior editor treats a junior writer&#8217;s draft. Directionally useful. Requires judgment before it is usable. Your job is not to admire the prose. It is to interrogate it with everything you know that the model doesn&#8217;t. Your experience. Your frameworks. Your ability to spot not just what is wrong, but what could go wrong. That is not a skill AI can replace. It is the skill that makes AI useful.</p><p>The windshield is yours. No model can see through it.</p><p><strong>The GPS: The Data the LLM Doesn&#8217;t Have &#8212; Yet</strong></p><p>This is the part that separates people genuinely advancing their AI capability from everyone still impressed by ChatGPT&#8217;s vocabulary.</p><p>Out of the box, an LLM has no GPS. It cannot tell you what&#8217;s trending in your category this week. It cannot see your customers&#8217; current behaviour, read your pipeline, or sense the shift happening in your market right now.</p><p>But one thing changes everything: live data ingestion.</p><p>Feed a model current data and you give it a GPS. The model stops being a sealed room and becomes a navigator. It is no longer recalling the past. It is processing the present and projecting forward.</p><p>The technical world calls this RAG: Retrieval-Augmented Generation. You don&#8217;t need to understand the engineering. You need to understand the principle.</p><p>The gap between an LLM&#8217;s knowledge cutoff and today is not just a limitation. It is a strategic opportunity for the businesses that close it. If your competitor runs a vanilla LLM with no data feeding it, and you have built a pipeline that continuously refreshes the model with your market&#8217;s current reality, you are not using the same tool. You are playing a different game.</p><p>The GPS enables three things rear-view intelligence cannot.</p><p><strong>Anticipation.</strong> You are working with signals from the last 30 days, not the last two years.</p><p><strong>Specificity.</strong> The model knows your context, not just the generic industry context.</p><p><strong>Compounding advantage.</strong> The more data you feed it, the more precisely it serves you.</p><p>This is why data ingestion, not prompt engineering, is the most consequential skill in applied AI. The prompt determines how well you ask the question. The data determines whether the answer is actually true.</p><p><strong>The Only Advice That Matters</strong></p><p>Most people treat AI as an output machine. Type a question. Get an answer. Move on.</p><p>That is the wrong direction entirely.</p><p>AI is a data system. Input, process, output. That logic is fifty years old and it still holds. The quality of what comes out is determined entirely by the quality of what goes in.</p><p>The three mirrors are not just a framework for reading AI. They are a framework for feeding it. Rear-view gives it history. Your windshield gives it context. Live data gives it direction.</p><p>Give it all three. Then trust what you see.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;5127d35e-0e1c-47db-a738-09f02cb76146&quot;,&quot;caption&quot;:&quot;Your company bought the Ferrari. Hired the best driver. Built the track. But somehow, you&#8217;re still stuck in the parking lot.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Data and AI Are The Best Ingredients for Productivity (If You Know the Recipe)&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-11-17T00:01:12.657Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!A6cR!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F16fa9eba-07a1-4d22-87de-4909ba1ccea7_664x1000.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/data-and-ai-are-the-best-ingredients&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:178889987,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:1,&quot;comment_count&quot;:1,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Human's Work Ethics for Machine Intelligence]]></title><description><![CDATA[I attended a vibe coders event recently.]]></description><link>https://read.how.sg/p/coder-wisdom-for-machine-intelligence</link><guid isPermaLink="false">https://read.how.sg/p/coder-wisdom-for-machine-intelligence</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 30 Mar 2026 01:15:37 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!VNLJ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>I attended a vibe coders event recently. A relaxed social mixer. The kind where people show up with curiosity and leave with enthusiasm. The crowd was a healthy mix of tech and non-tech, hobbyists, early adopters, and the genuinely curious. That room probably represents a decent cross-section of where society is right now with AI.</p><p>The speakers were two vibe coders. Enthusiastic, capable, and clearly energized by what AI tools have unlocked for them. I&#8217;d describe them as early tech adopters &#8212; semi-computer-trained, but not carrying the weight of enterprise development or legacy MIS environments on their shoulders. Nothing wrong with that. In fact, there&#8217;s a certain freedom in it.</p><p>I, on the other hand, come from a different generation of this craft. Proper enterprise development. The discipline of debugging at late night. The paranoia of a production release. I&#8217;ve lived inside systems where a single bad line of code doesn&#8217;t just break a feature &#8212; it breaks a business.</p><p>So I asked a few questions.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!VNLJ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!VNLJ!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg 424w, 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srcset="https://substackcdn.com/image/fetch/$s_!VNLJ!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg 424w, https://substackcdn.com/image/fetch/$s_!VNLJ!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg 848w, https://substackcdn.com/image/fetch/$s_!VNLJ!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!VNLJ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F094f2900-7013-4f6e-8bba-5f982593a425_667x1000.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div 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stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>&#8220;<em>With all this vibe coding and agent-generated code, do you actually debug?</em>&#8221;</p><p>Both speakers replied without hesitation: &#8220;I haven&#8217;t been reading code for a long time already.&#8221;</p><p>I followed up: &#8220;What about dead code? Obsolete residues left behind in the codebase? Code hygiene?&#8221;</p><p>One speaker shrugged it off with a kind of philosophical ease. Working with AI is exploratory, he said. The point is that agents generate code far faster than any human. Production time is compressed. Developers no longer need to spend months learning new languages. And if the code is bad? Scrap it. The agent will regenerate it. No harm, no foul.</p><p>He went further. With visible enthusiasm, he shared that he grants his coding agent full permissions &#8212; no interruptions, no approval prompts, no guardrails asking &#8220;are you sure?&#8221; The agent runs autonomously: building the idea, adding new features, making decisions end to end. Hand it the wheel and get out of the way. I&#8217;ll admit, I sat with that for a moment. There&#8217;s a name for that kind of builder ethic. I&#8217;m still figuring out if it&#8217;s brave or reckless.</p><p>The other speaker had recently used an AI agent to build a book review website. I asked whether he had any concerns about the accuracy of AI-curated book information.</p><p>&#8220;Not particularly,&#8221; he said. &#8220;Even if some of the information is wrong, it&#8217;s just a book site.&#8221;</p><p>Cool and adventurous. I&#8217;ll give them that.</p><p>The headline message of the evening was clear and genuinely exciting in its own way: AI enables exploration. Output is fast. Input can be anything driven purely by idea. We are in the era of 10x speed and 10x productivity. Everyone can now be a builder.</p><p><strong>My post-mortem </strong></p><p>I left the event with a quiet, unsettled feeling that I haven&#8217;t quite been able to shake.</p><p>Am I doing something wrong? I work with my coding agent daily. Why do I still end up debugging lousy code? Why do I take code hygiene so seriously that I can&#8217;t simply accept whatever the agent produces? Am I using the tools wrong, or is it possible that my practice is at the forefront but my mindset is caged in the past?</p><p>I&#8217;m not dismissing what these speakers represent. The democratization of building is real, and in many ways it&#8217;s remarkable. But I kept thinking about the layers of concern that didn&#8217;t make it into the conversation.</p><p>When we stop reading code, we stop understanding what we are building. When we normalize wrong information because <em>&#8220;it&#8217;s just a book site&#8221;</em>, we are making a quiet decision about what accuracy is worth. When code hygiene becomes irrelevant because regeneration is cheap, we are not raising the bar. We are quietly lowering it.</p><p>The argument for speed is seductive. Time cost is no longer a debt. Ideation is now unlimited. But here&#8217;s what worries me: we may be trading quality judgment for quantity output. <strong>The worst is that we call it advancement.</strong></p><p>In enterprise development, we were ruthless about standards, not because we were slow or afraid of change, but because we understood consequence. Bad code in a live system doesn&#8217;t stay contained. It compounds. It creates failures that no agent can simply regenerate away, because the damage by then is already real.</p><p>And this isn&#8217;t purely a technical problem. It&#8217;s a values problem.</p><p>When we accept that inaccurate information is acceptable because the stakes feel low, we are training ourselves and the next generation of builders to tolerate a lower standard of truth. </p><p><strong>A tradeoff between human&#8217;s work ethics and machine intelligence. </strong></p><p>I genuinely don&#8217;t know where this leads. That&#8217;s the honest answer. If what we see is what we get, then I am seeing a tradeoff between human work ethics and machine intelligence.</p><p>Maybe the vibe coding generation will develop their own new instincts about quality, shaped by different tools but arriving at similar standards. Maybe the ecosystem will self-correct. Maybe I&#8217;m the old man in the room who doesn&#8217;t yet understand the new rules.</p><p>But I also wonder: we are outsourcing quality practice to enjoy the endless replenishment of AI-generated ideas, buying back time at the cost of rigor. What exactly are we building toward?</p><p>Intellectual advancement has always required friction. The struggle to understand something deeply is not a bug in the learning process. It is the process. When we remove that friction entirely, we may be producing more output than ever while understanding less and less of what we&#8217;re actually doing.</p><p>The AI era presents us with a genuine choice. We can use these tools to amplify human judgment, or we can use them to replace it and tell ourselves we&#8217;ve improved.</p><p><strong>My mixed feelings</strong></p><p>I left that room hopeful about the energy, and worried about the direction.</p><p>Both can be true. That&#8217;s what keeps me thinking.</p><p>The future is not predicted. The future is made. And that&#8217;s precisely what unsettles me. If we are the ones making it, then what we choose to carry forward matters as much as what we choose to leave behind.</p><p>Does a great technology arrive and suddenly the work ethics we&#8217;ve spent decades building becomes disposable? When I looked at those speakers, they are confident, energized, unbothered. What I heard underneath the enthusiasm was: &#8220;I don&#8217;t read code and syntax anymore.&#8221; Said like a liberation. But it landed on me like a quiet loss.</p><p>And I wonder &#8212; if human stop carrying the right ethics, who will?</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;0f5fc7ed-2ce2-41cd-951c-50f7cf24a3da&quot;,&quot;caption&quot;:&quot;Milan, 2023. I Was Wrong. Sort Of.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Hello World. Are You Ready?&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-03-23T00:00:49.639Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!APo8!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/hello-world-are-you-ready&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:191582789,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Hello World. Are You Ready?]]></title><description><![CDATA[Milan, 2023.]]></description><link>https://read.how.sg/p/hello-world-are-you-ready</link><guid isPermaLink="false">https://read.how.sg/p/hello-world-are-you-ready</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 23 Mar 2026 00:00:49 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!APo8!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p><strong>Milan, 2023. I Was Wrong. Sort Of.</strong></p><p>In 2023, I told a room full of business leaders in Milan that AI replacing human work wasn't happening yet. That same year, GPT-4 launched and the landscape shifted fast.</p><p>What followed wasn&#8217;t gradual. It was a cascade. Model after model. Capability after capability. What took decades in previous tech cycles happened in months. By the time most organizations had finished debating whether to adopt AI, the conversation had already moved to how autonomous it should be.<br><br>Now we&#8217;re talking about fully autonomous AI agents &#8212; systems that don&#8217;t just assist, but plan, decide, execute, and report back. No hand-holding. No supervision. No human in the loop.</p><p>And I&#8217;ll be honest, my views are still swinging. Somewhere between uncomfortable and cautious. But how I feel about it is no longer the point.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!APo8!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!APo8!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 424w, https://substackcdn.com/image/fetch/$s_!APo8!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 848w, https://substackcdn.com/image/fetch/$s_!APo8!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 1272w, https://substackcdn.com/image/fetch/$s_!APo8!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!APo8!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png" width="1456" height="769" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:769,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:1023961,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/191582789?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!APo8!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 424w, https://substackcdn.com/image/fetch/$s_!APo8!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 848w, https://substackcdn.com/image/fetch/$s_!APo8!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 1272w, https://substackcdn.com/image/fetch/$s_!APo8!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F048fcfbf-76a1-4c72-a56f-0a43a2ac3645_1864x984.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>I&#8217;ve Been Recalibrating Ever Since</strong></p><p>I was an old-school programmer. Now I work with a coding agent daily. On a scale of 0 to 10, it&#8217;s a solid 10. Like having a sharp junior coder who never sleeps, never complains, and executes fast.</p><p>But here&#8217;s the footnote that changes everything: without my supervision, the output is technically plausible and practically wrong. </p><p>The agent executes. The expert makes it matter.</p><p>That&#8217;s not a limitation of the technology. That&#8217;s how autonomous workflow works.</p><p><strong>A New Hierarchy Is Forming</strong></p><p>Autonomous agents can run workflows. The workflows contain all the task-level work, chained, sequential, governed by rules. None of this is new. But let&#8217;s call it what it is: sophisticated automation, not intelligence.</p><p>True agentic work &#8212; the kind that reasons, adapts, and decides &#8212; still needs something more. It needs a domain expert as its north star. Not managing every step. Governing the outcome.</p><p>What&#8217;s emerging isn&#8217;t AI replacing the org chart. It&#8217;s a new supervision hierarchy sitting above it. Someone has to own what the agent knows. Someone must convert policies and procedures into repositories that define what it&#8217;s allowed to do &#8212; and when it&#8217;s wrong.</p><p><strong>The Repository Problem</strong></p><p>Here&#8217;s the unglamorous truth no vendor is talking about.</p><p>For agents to work intelligently inside your organization, they need to know how your organization actually works. Not the official version. The real one. The decisions, the exceptions, the tribal knowledge baked into your people over years.</p><p>That means building an internal knowledge repository: documented workflows, procedural logic, institutional memory. The raw material an agent needs to operate in your context, not just in theory.</p><p>The problem is that hundreds of years of human work culture didn't develop with documentation in mind. We built chains of command, assembly lines, approval hierarchies, all designed around human creativity, decision, supervision, human trust, human presence and experiences. The idea of that running unattended is not just a technical challenge. It&#8217;s a cultural one.</p><p>And then the harder question: who builds the repository, who maintains it, and who owns it when the business changes?</p><p>A repository is not a company handbook. Not policy papers filed in binders. Not an intranet. Think of it as building your company&#8217;s own MCP &#8212; a programmatic translation of how your organization actually thinks, decides, and operates. It converts human workflow into a structured library that an agent can navigate: the chains of command, the decision logic, the inputs and outputs that reflect real operations on the ground. </p><p>I don&#8217;t have a clean answer on how to build it. I&#8217;ve not seen anyone who has.</p><p><strong>What I Do Know</strong></p><p>Task-level automation has long been achievable. AI agents go further. Through machine reasoning, they can autonomously chain tasks into a mission. But intelligence requires context. Context requires humans to encode it. And encoding it requires a discipline most organizations have never had to develop. The blend of expertise an autonomous operation demands &#8212; strategic, procedural, technical &#8212; has no precedent in how organizations have traditionally been built. The business leader who thinks in ideas and the engineer who thinks in systems are being asked to speak the same language. That&#8217;s a bipolar challenge.</p><p>Agentic work is coming whether you&#8217;re ready or not. Being ready means your people have done the work of encoding how your organization actually thinks, decides, and operates. No AI agent can do that part for you.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;699f59fb-a62f-4216-9439-274bea1e7dd1&quot;,&quot;caption&quot;:&quot;Last week, Jack Dorsey cut 4,000 people from his company, Block. The reason: &#8220;intelligence tools.&#8221; Block&#8217;s stock jumped 25%. A former employee called it &#8220;organizational bloat wearing an AI costume.&#8221; Even Sam Altman admitted there is &#8220;AI washing&#8221; happening across the industry.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;If a Company Can't Afford Humans, It Can't Afford AI&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-03-09T00:00:41.348Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!I-KO!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/if-a-company-cant-afford-humans-it&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:190194212,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:2,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[How an AI at Work Consultant Actually Works]]></title><description><![CDATA[AI fluency doesn&#8217;t come from a certificate.]]></description><link>https://read.how.sg/p/how-an-ai-at-work-consultant-actually</link><guid isPermaLink="false">https://read.how.sg/p/how-an-ai-at-work-consultant-actually</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 16 Mar 2026 00:01:33 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!LFd8!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>AI fluency doesn&#8217;t come from a certificate. It comes from a process.</p><p>I am an AI at Work consultant based in Singapore. And I will be honest, when the government announced its goal to train 100,000 AI-fluent workers by 2029, my first reaction was not skepticism. It was relief.</p><p>Someone is finally treating this seriously.</p><p>But ambition needs method. Training headcount is a metric. Fluency is a capability. And the distance between those two things is exactly where most corporate AI initiatives collapse.</p><p>Having spent 25 years implementing digital and marketing transformation programs for global organizations, I have watched this pattern repeat across every major technology wave. The rollout is loud. The adoption is shallow. The certificates get issued. The work doesn&#8217;t change.I don&#8217;t intend to repeat that cycle with AI. So let me tell you how I actually work.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!LFd8!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!LFd8!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 424w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 848w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!LFd8!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:92493,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/190722513?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!LFd8!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 424w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 848w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!LFd8!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F455b83ec-1c4a-47f7-9dda-ae6aef6831b3_1500x1000.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>Start With What Exists</strong></p><p>When I engage a new client, I don&#8217;t begin with tools. I don&#8217;t begin with training. I begin with an audit.</p><p>Specifically, an asset audit is a systematic review of everything the organization has already produced. Marketing materials. Data. Report templates. Briefing documents. Collateral. The full inventory of outputs that exist because work was done.</p><p>This matters because an asset is not just a file. An asset is evidence. Every output is the end of a process. When you examine what an organization has produced, you are reading how work actually gets done, not the version in the process manual, but the version that happens every day.</p><p>A template tells you what decisions get made repeatedly. A report tells you what information someone needed and how they chose to present it. A data set tells you what the organization believes is worth measuring. Trace how each asset was produced, who initiated it, what inputs it required, how it was reviewed, how it was shared. etc. This is how you let the actual workflow reveal itself.</p><p>That workflow is the foundation. You cannot responsibly integrate AI into a process you have not mapped. Consultants who skip this step are not implementing AI. They are installing software and hoping.</p><p><strong>Then Read the Team</strong></p><p>The asset audit tells you how work gets done. The second question is equally important: how AI-capable is the team doing that work?</p><p>I use the OECD AI Literacy Framework as the diagnostic lens, organized across four domains: <em><strong>Engage</strong></em>, <em><strong>Create</strong></em>, <em><strong>Design</strong></em>, and <em><strong>Manage</strong></em>. Engage and Manage sit at the level of attitude and practice &#8212; how a team relates to AI and how responsibly they govern it. Create and Design are about tooling &#8212; whether people can produce AI-assisted work and structure it with intention.</p><p>The practical value of this mapping is precision. &#8220;<em><strong>This team has low AI literacy</strong></em>&#8221; is not a useful finding. &#8220;<em><strong>This team is willing to engage but lacks the design skills to move beyond reactive prompting</strong></em>&#8221; is actionable.</p><p>And here is the efficiency gain: the audit evidence does double duty. You are not running a separate literacy test. The assets you have already examined become the test material. A report showing signs of AI-generated content but no visible editing discipline tells you <em><strong>Create</strong></em> is present but <em><strong>Manage</strong></em> is absent. A dataset that has never been used as an AI input &#8212; despite being clearly structured for it &#8212; tells you something about <em><strong>Engage</strong></em>. The assets don&#8217;t lie about the team any more than they lie about the workflow.</p><p><strong>Assess the Fluency Components</strong></p><p>Literacy tells you where the gaps are. Fluency tells you how deeply the capability needs to be built.</p><p>I assess four AI Fluency Components within each literacy domain.</p><p><em><strong>Delegation</strong></em> &#8212; does the team know what to hand to AI and what to keep human? The failure modes are both directions: handing AI work it cannot do reliably, and refusing to hand AI work it does better. Both signal the same underlying problem &#8212; no clarity on where human judgment adds value.</p><p><em><strong>Description</strong></em> &#8212; can they articulate intent clearly enough to get useful output? The gap between a mediocre AI result and a useful one is almost always a description problem, not a model problem.</p><p><em><strong>Discernment</strong></em> &#8212; can they evaluate what AI produces? Not with suspicion, but with the professional judgment to know when output is accurate, when it is plausible but wrong, and when it is confidently fabricated. This is the skill that erodes fastest when teams become over-reliant.</p><p><em><strong>Diligence</strong></em> &#8212; do they treat AI output as a draft requiring ownership, or a finished product requiring a signature? Without diligence, you don&#8217;t have human-AI collaboration. You have abdication.</p><p>These four components form a progression. A team that cannot Delegate will never invest in Description. Strong Description without Discernment produces confident mistakes. And without Diligence, the entire chain becomes a liability.</p><p><strong>Know Where AI Actually Breaks</strong></p><p>There is something most AI consultants will not admit: if you have never worked with AI at a technical level, you are advising on a system you do not fully understand.</p><p>I am not a data scientist. But I code with AI. I have built with it, broken it, and diagnosed why it broke. That experience gives me something a purely business-side consultant cannot offer &#8212; a technical lens on how AI actually behaves inside a workflow, not just how it appears to behave in a demonstration.</p><p>Let me be specific about why this matters.</p><p>The most common failure in enterprise AI implementations is not the model. It is the data. Specifically, how data is prepared, structured, and fed into the system. A language model does not read a document the way a human reads a document. It processes tokens. It weights relationships. It draws inferences from patterns in the data it was trained on, and from the data you provide it at the point of use. Feed it poorly structured input, inconsistent formatting, or context that contradicts itself, and the output will be confidently wrong. Not obviously broken. Confidently wrong.</p><p>This is a data ingestion problem. And it is invisible to a consultant who has never had to think about it.</p><p>The technical understanding does not replace the business judgment that consultancy requires. It sharpens it. When I assess a client&#8217;s workflow and identify where AI should sit, I am not only asking what work AI can take over. I am asking what the data context looks like at that point in the process, whether it is structured well enough to produce reliable output, and what the failure mode looks like if it isn&#8217;t.</p><p>That is a different question from &#8220;which tool should we use.&#8221; And it produces a different quality of recommendation.</p><p>The best AI implementations I have seen share one characteristic: someone in the room understood both what the business needed and how the technology actually worked. Not at an engineering level. At a fluency level. Deep enough to know when the system is behaving as designed and when it is about to mislead you.</p><p>That is the technical lens a serious AI at work consultant needs to carry. Not to write the code. To ask the right questions before the code gets written.</p><p><strong>Build Toward Augmentation &#8212; Not Automation</strong></p><p>Task-level automation is a baseline expectation. If an AI implementation cannot handle repetitive, structured work, it has failed at the minimum. But automation is the floor, not the outcome.</p><p>The outcome worth pursuing is value augmentation &#8212; what the organization can now produce that it could not produce before, by any method, at any cost.</p><p>I have run this process before, in a different context. Several years ago I chaired a marketing excellence program for a global luxury FMCG organization. We began with an asset audit, reconstructed the actual workflow from evidence, and discovered not inefficiency but misalignment, teams operating against different definitions of success with no shared performance language.</p><p>The intervention redesigned the workflows and produced something that had not previously existed: a performance matrix that aligned internal teams and external stakeholders to the same criteria. Not a faster version of the old operation. A structurally different one.</p><p>That is value augmentation. A capability the organization could not have developed without the process that preceded it.</p><p>I am now applying the same methodology to AI adoption. The audit still comes first. The workflow mapping still follows. The literacy and fluency assessment is the new layer. And the ceiling on augmentation is higher &#8212; because AI can compress weeks of research into hours, make personalization viable at scale, and enable generalists to perform analysis that previously required specialists.</p><p>But the methodology earns the right to that ceiling.</p><p>You cannot augment what you do not understand. And you cannot govern what you have not mapped.</p><p>This is what an AI at Work consultant actually does. Not install tools. Not run training sessions. Build the foundation that makes genuine augmentation possible &#8212; then push the organization to claim it.</p><p>But that work demands a specific kind of consultant. Not a generalist with an AI certification. Not a technologist who has never sat in a business strategy meeting. The right consultant brings domain expertise &#8212; a deep enough understanding of how a specific industry or function operates to know what good output actually looks like. They are sensitive to data &#8212; knowing how it is structured, where it breaks down, and what it means when the results don&#8217;t make sense. They carry genuine technical knowledge &#8212; not at an engineering level, but enough to understand how AI systems behave and where they fail. Hands-on system design experience matters too &#8212; having actually built something, tested it against real conditions, and understood what went wrong. And they need to be senior enough to read a business process end to end &#8212; not just task by task, but how decisions are made, how accountability works, and where change actually takes hold.</p><p>When Singapore&#8217;s 100,000 are trained, the question will not be whether they completed the program. It will be whether anything changed. That answer depends entirely on who was leading the work.</p><p>That is what you should expect from an AI at Work consultant. Anything less is a course, not a consultancy.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;8054f0e4-d02a-44ce-8b1b-e06b651d85f8&quot;,&quot;caption&quot;:&quot;The OECD AI Literacy framework&#8212;Engage, Create, Design, Manage&#8212;is the most sensible approach originally created to develop AI-powered education. We&#8217;ve found this AILit framework also highly suitable for learning organizations seeking to reskill and upskill their workforce for AI implementation at the workplace. Its four knowledge domains provide clear di&#8230;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Why AI Literacy Needs an Empirical Stage&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-10-06T00:02:30.769Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!ppPL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa879ba6c-9e21-44e2-ba1c-68a74431b1c9_1000x574.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/why-ai-literacy-needs-an-empirical&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:175255443,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[If a Company Can't Afford Humans, It Can't Afford AI]]></title><description><![CDATA[Last week, Jack Dorsey cut 4,000 people from his company, Block.]]></description><link>https://read.how.sg/p/if-a-company-cant-afford-humans-it</link><guid isPermaLink="false">https://read.how.sg/p/if-a-company-cant-afford-humans-it</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 09 Mar 2026 00:00:41 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!I-KO!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Last week, Jack Dorsey cut 4,000 people from his company, Block. The reason: &#8220;intelligence tools.&#8221; Block&#8217;s stock jumped 25%. A former employee called it &#8220;organizational bloat wearing an AI costume.&#8221; Even Sam Altman admitted there is &#8220;AI washing&#8221; happening across the industry.</p><p>I have spent 25 years building software. I have designed automation systems, built integrations, and watched every wave of &#8220;this changes everything&#8221; technology arrive with promises and leave behind lessons. I am not anti-AI. I use it daily. I build with it. I advise companies on how to implement it.</p><p>But I need to say something that the current AI conversation desperately needs to hear.</p><p>Most companies laying off workers in the name of AI are not replacing those workers with AI. They are just laying off workers.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!I-KO!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!I-KO!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!I-KO!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:521237,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/190194212?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!I-KO!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!I-KO!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0fc33a40-8b4d-41f2-9e1f-361ddbae831c_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>The Convenient Narrative</strong></p><p>AI is the best excuse corporate leadership has had in decades. It sounds forward-thinking. It sounds inevitable. It sounds like strategy. It is a perfect presentation for the corrections from pandemic-era overhiring dressed up as technological progress. The Agentic era arrives just-in-time to improve the business bottom-line.</p><p>But can AI agents take over the tasks in a workflow? There is a meaningful difference between &#8220;we have built systems that can now perform these tasks&#8221; and &#8220;we believe AI will eventually perform these tasks, so we are cutting headcount now.&#8221; The first is engineering. The second is speculation dressed up as strategy.</p><p><strong>What Agentic AI Actually Requires</strong></p><p>Let me explain what an AI agent actually needs to run a workflow. Not in theory. In practice.</p><p>An agentic system chains together multiple AI components such as LLM, data tools, API, and decision points to execute a sequence of tasks. An orchestrator agent decides which tool to call, in what order, based on the current state of the work. It can loop, self-correct, and hand off to specialized sub-agents. The architecture is real. It works.</p><p>But let&#8217;s be clear about what agents can do today. An agent can create a slide. Add an entry to a database. Pull data from a system provided that the data connector is linked. These are tasks. Discrete, bounded, repeatable. What agents cannot do yet is develop and manage an entire system autonomously. The complexity of orchestrating a full business workflow, with its dependencies, exceptions, and human judgment, is beyond what an unmanned AI agent can handle. That gap between task and system is where most companies lose the plot.</p><p>From the outside, it looks like the agent is learning. It looks like it figured out what to do next. Users see a polished output and assume the system taught itself. That is the illusion. Behind every functioning agentic workflow is a human. Usually a team of humans. Usually with significant technical skill. They engineer the loop. Define the exit conditions. Map which agent calls which tool, what data connector each agent needs, and what happens when something goes wrong. Build error handling for every branch. Test the chain against real-world edge cases, not the clean demo data. In my experience, the flow is deterministic. It is programming logic. </p><p>None of this happens on its own. It takes a team of humans with significant technical skill. And the iteration behind the scenes to get a workflow running reliably takes weeks, sometimes months, to establish.</p><p>The agent does not figure out your workflow by watching your team. It does not absorb 15 years of institutional knowledge from a training manual. Every decision point, every conditional branch, every &#8220;well, it depends&#8221; judgment call that your experienced staff makes instinctively has to be explicitly identified, documented, and translated into logic the system can follow. Before any of that engineering begins, someone has to know what the workflow actually is. Not what the process manual says. What people actually do. The workarounds, the judgment calls, the tribal knowledge that lives in no system.</p><p>Most organizations have not done that work. Which means they are not ready for agentic AI. They are not even ready to describe what they would automate.</p><p>So when a company says &#8220;we are replacing these roles with AI,&#8221; ask one question: have you built the system that replaces them? Not &#8220;are you planning to.&#8221; Not &#8220;does your vendor say it is possible.&#8221; Have you built it? Is it running?</p><p>In most cases, the answer is no. The technology is advancing fast. The organizational readiness is not.</p><p>I believe agentic AI can run your workflow. But first, you need to actually know what your workflow is. And right now, most companies do not.</p><p>The truth is that no amount of layoffs will make AI work. Instead of letting people go, why not augment what they do? Human-AI collaboration unlocks value that never existed before. That is the real opportunity the technology offers.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><p>.</p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;220ba9bf-1f24-4671-9d92-3f0b00403639&quot;,&quot;caption&quot;:&quot;I was sitting in a conference room last week. Smart people. Senior people. The kind of room where decisions are supposed to happen.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Why Your Organization Is Paying More for Fear Than for Intelligence&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-03-02T00:01:23.293Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!YPbV!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/why-your-organization-is-paying-more&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:189196429,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p></p>]]></content:encoded></item><item><title><![CDATA[Why Your Organization Is Paying More for Fear Than for Intelligence]]></title><description><![CDATA[I was sitting in a conference room last week.]]></description><link>https://read.how.sg/p/why-your-organization-is-paying-more</link><guid isPermaLink="false">https://read.how.sg/p/why-your-organization-is-paying-more</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 02 Mar 2026 00:01:23 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!YPbV!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>I was sitting in a conference room last week. Smart people. Senior people. The kind of room where decisions are supposed to happen.</p><p>Roughly half the conversation was about AI. How it will change workflows. How it will disrupt industries. How some percentage of some category of jobs will be gone by some year. Someone shared a headline. Someone else shared a horror story from a friend of a friend. A few people nodded gravely. A few others looked worried.</p><p>Not a single word of it was actionable.</p><p>No one asked: which workflow, specifically? No one proposed: here&#8217;s where we start, here&#8217;s step one, here&#8217;s who owns it. No one distinguished between what they&#8217;d read and what they&#8217;d verified. The entire conversation was hearsay, speculation, and anxiety &#8212; dressed up as strategic discussion.</p><p>When I walked out of that room, I didn&#8217;t feel informed. I felt fatigued.</p><p>And I suspect you feel it too.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!YPbV!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!YPbV!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!YPbV!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:402126,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/189196429?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!YPbV!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YPbV!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F15044d85-fb2e-4609-8642-d6d1a9b9df60_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>The Daily Dose of Doom</strong></p><p>It&#8217;s almost impossible to get through a single day without another AI prediction landing in your feed. 50% of jobs will disappear. The singularity is around the corner. This company laid off a thousand people because of AI. That CEO says every employee will have an AI agent within 18 months.</p><p>The numbers shift, the timelines vary, but the emotional payload is always the same: you should be worried.</p><p>I don't believe this is manufactured. Nobody is sitting in a room designing your anxiety. But here&#8217;s what I do believe: fear fills the space where knowledge should be. And right now, there is a very large space.</p><p>Technology is advancing at a pace that knowledge development simply cannot match. A new model launches. Before you&#8217;ve understood what it does, another one arrives. Before you&#8217;ve figured out how that one fits into your workflow, the conversation has moved to agents, to reasoning, to multimodal capabilities. The ground shifts every quarter. And every time it shifts, whatever plan you were beginning to form feels instantly outdated.</p><p><strong>Fear Is a Signal, Not a Verdict</strong></p><p>Let me be clear: AI is consequential. It will change how work gets done. I'm not arguing otherwise.</p><p>But the fear you're feeling in that conference room is telling you something specific. It's not telling you that AI is dangerous. It's telling you that the knowledge gap is real, and that your organization hasn't done the work to close it.<br><br>That work isn't about learning another AI tool. It's about something far less glamorous and far more important: understanding your own domain deeply enough to know what AI should and shouldn't touch.<br><br>This is the part nobody wants to talk about. AI at work is not a skills problem. It's a planning problem. And planning requires something that no AI tool can give you &#8212; discernment. The ability to look at your own operations and ask: what data do we actually have? How is it organized? Where does it flow? Where does it break? What decisions depend on it, and which of those decisions are we confident enough to let a machine influence?</p><p>These are domain knowledge questions, not technology questions. And they point directly to the data layer &#8212; the foundation underneath every workflow that determines whether AI will be useful or useless in your organization.</p><p>Here&#8217;s what most people miss: organizing your information pipeline is not an AI project. It&#8217;s an optimization project. It&#8217;s the work of mapping what you have, identifying what&#8217;s missing, structuring what&#8217;s messy, and defining what &#8220;good output&#8221; looks like before you ever involve a machine. This is the work that tells you what needs to be prepared, what outcomes to expect, what success looks like, and where the risks actually sit.</p><p>Once that work is done, something remarkable happens. The anxiety shrinks, not because the technology slowed down, but because you finally have a stable foundation to make decisions from. The ground doesn't feel like it's shifting anymore, because your knowledge of your own business isn't dependent on which model launched this week.<br><br>The leaders who thrive in this era won&#8217;t be the ones who predicted correctly. They&#8217;ll be the ones who prepared honestly &#8212; who did the unglamorous work of understanding their own workflows, organizing their own data, and building the domain expertise to know the difference between AI that helps and AI that hallucinates.</p><p>AI fluency will not be built by the most anxious. It will be earned by the most prepared.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;a40c2fc5-25d9-4c40-bdf9-0ea63fc31c94&quot;,&quot;caption&quot;:&quot;The iconic venture capitalist Marc Andreessen frames expertise as knowledge you can absorb from reading books, tutoring, and of course AI teaching you nowadays. I disagree.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Can everyone be an expert?&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-02-09T00:00:18.512Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!ahlP!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/can-everyone-be-an-expert&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:187062157,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:1,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[The Wrong People Are Leading Your AI]]></title><description><![CDATA[I was listening to an AI-curated music playlist the other day when it hit me.]]></description><link>https://read.how.sg/p/the-wrong-people-are-leading-your</link><guid isPermaLink="false">https://read.how.sg/p/the-wrong-people-are-leading-your</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 23 Feb 2026 00:01:02 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!zmeZ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>I was listening to an AI-curated music playlist the other day when it hit me. Not the music itself, though it was good, but what it represented.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!zmeZ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!zmeZ!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 424w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 848w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!zmeZ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg" width="1000" height="710" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/de5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:710,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:407536,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/188466425?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!zmeZ!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 424w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 848w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!zmeZ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fde5cedab-f9ff-4508-9276-cf887b571540_1000x710.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>The elephant in the room is &#8220;AI at Work.&#8221; A composer can now use AI to generate demo tapes, test different genres, swap voice profiles, and iterate on arrangements in hours instead of weeks. A filmmaker can use AI cinematographic models to pre-visualize plots and screenplay sequences before committing serious budget to production. A sales team can feed customer data into AI and surface purchasing patterns that would take an analyst months to uncover manually.</p><p>These are all real, working applications. Not demos. Not conference slides. They deliver measurable outcomes and genuine creative leverage. AI at work can absolutely improve performance and produce positive results.</p><p>But why haven&#8217;t we seen massive successful deployment yet? The noise about how AI can be an amazing co-worker is far bigger than the evidence of it actually working in real life. AI-native companies are fully utilizing it, sure. But not yours. And probably not your neighbor&#8217;s either.</p><p>Here&#8217;s the pattern I keep coming back to: every one of these successful use cases is driven by someone who already understands the work. The composer knows what good music sounds like before AI touches a single note. The filmmaker understands narrative structure and visual storytelling. The sales analyst knows which customer signals actually matter.</p><p>The people making AI work are domain experts first. AI users second.</p><p>So why do most companies hand AI innovation to their IT department?</p><p><strong>The Wrong Fit</strong></p><p>This isn&#8217;t about IT being incompetent. IT teams keep organizations running. They manage infrastructure, protect data, maintain systems, and ensure everything stays connected. That work is critical and it always will be.</p><p>The problem isn&#8217;t IT. The problem is what we&#8217;re asking IT to do.</p><p>Think about how IT has always been structured inside organizations. It exists as a horizontal function &#8212; a support layer that serves every department equally. There is no &#8220;Marketing IT&#8221; as a discipline. No &#8220;Financial IT.&#8221; No &#8220;HR IT.&#8221; The classic Management Information Systems training approaches technology from the top line: information security, data processing, systems administration, network management. It was designed to keep the computers running, not to understand what each department actually does with it.</p><p>Computer science students are trained to think in systems, architectures, and code. They learn how technology works. What they&#8217;re not trained in &#8212; because it was never part of the curriculum &#8212; is how a marketing team develops a campaign, how a finance team evaluates risk, or how a design team iterates on a brand experience. The culture, the practice, the unwritten rules of each domain are invisible to someone whose education and career path never intersected with them.</p><p>This was never a problem before. IT didn&#8217;t need to understand your marketing workflow to set up your email server. They didn&#8217;t need to know your sales methodology to configure your CRM. The role was enablement: you tell us what you need, we build it.</p><p>Now, AI changes that equation entirely.</p><p><strong>The Gate Before the Starting Line</strong></p><p>In a typical evaluation scenario, even before AI can prove its value, organizations hit a wall, and IT is usually standing in front of it.</p><p>The first barrier is information security. Most AI applications worth building require data such as customer records, sales history, internal documents. But feeding proprietary data into third-party platforms or vector databases sets off every alarm in IT&#8217;s playbook. And fairly so. Data governance exists for real reasons.</p><p>In larger organizations, IT infrastructure is typically closed. Information lives behind firewalls, on company servers, under strict access controls. The idea of piping that data into an external AI system isn&#8217;t just uncomfortable for IT. It contradicts the policies they were hired to enforce.</p><p>In smaller companies, the problem flips. Security may be looser, but the data itself is a mess. Tribal knowledge sitting in someone&#8217;s inbox. Unaudited spreadsheets on personal drives. Customer records scattered across three platforms that don&#8217;t talk to each other. There&#8217;s no gate to open because there&#8217;s no structured path behind it.</p><p>Either way, IT becomes the bottleneck &#8212; not out of obstruction, but because the existing infrastructure was never designed for what AI demands.</p><p>We&#8217;ve spent years criticizing digital transformation failures caused by corporate silos. And the criticism was valid. But here&#8217;s the irony: silos exist because they work. When departments build their own solutions, they bypass the slow machinery of enterprise-wide transformation. They stop waiting for the big plan and start producing results.</p><p>The same pattern is emerging with AI. Teams that make progress aren&#8217;t waiting for IT to redesign the corporate platform. They&#8217;re finding contained, domain-specific ways to experiment, within their own workflows, with their own data, on their own terms. It&#8217;s messy. It&#8217;s not scalable. But at least it moves.</p><p>The silo approach we learned to criticize may be the most effective workaround organizations have for getting AI through the gate. But it only works when the people inside those silos have the knowledge to direct the technology. Most don&#8217;t, and that&#8217;s the gap no workaround can close on its own.</p><p><strong>Tool or Practice?</strong></p><p>McKinsey&#8217;s latest survey shows 88% of companies now use AI in at least one business function. The numbers look impressive until you read the fine print: two-thirds of those companies are still stuck in pilot or experimentation mode. Only 7% have fully scaled AI across their organizations.</p><p>The gap tells the real story. There is a difference between a tool and a practice. A tool gets picked up when it&#8217;s convenient and put down when something easier comes along. It has substitutes. A practice is integrated into how work actually gets done &#8212; embedded in workflows, shaped by context, refined through repetition. Most organizations are using AI as a tool. Very few have turned it into a practice.</p><p>Without that shift, work culture remains fragmented. The silo model becomes the default, not because anyone planned it that way, but because nothing else was built to replace it.</p><p>And here&#8217;s the distinction that matters most: does your company&#8217;s workflow assume you already have the sources and the data, or does it assume you have a question? IT works effectively when the job is to vault your sources and data, organize them, and retrieve them safely. That&#8217;s reporting. But AI&#8217;s real potential lies in discovery &#8212; surfacing answers, patterns, and insights that require more than what&#8217;s already in your servers. IT can&#8217;t build that platform alone, because discovery demands domain context that no horizontal support function was ever designed to carry.</p><p>None of this means IT should be sidelined. AI implementation still needs infrastructure, security, integration, and governance. IT remains essential to the foundation.</p><p>But foundation isn&#8217;t strategy.</p><p>IT builds the road. The people who do the work need to decide where it goes.<br></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;61e9f1c3-4ae5-4714-87c3-76e9f6d88fef&quot;,&quot;caption&quot;:&quot;Ask yourself how many people in your organization are building expertise through AI, and how many are just building a dependency on it? Because the deliverables look identical. The difference only surfaces when someone has to think without the machine &#8212; in a meeting, under pressure, when a client asks a follow-up question that wasn&#8217;t in the prompt.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Two AI Users Every Organization Has&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-02-16T00:01:17.573Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!pfHS!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-two-ai-users-every-organization&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:187635860,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Two AI Users Every Organization Has]]></title><description><![CDATA[Ask yourself how many people in your organization are building expertise through AI, and how many are just building a dependency on it?]]></description><link>https://read.how.sg/p/the-two-ai-users-every-organization</link><guid isPermaLink="false">https://read.how.sg/p/the-two-ai-users-every-organization</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 16 Feb 2026 00:01:17 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!pfHS!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Ask yourself how many people in your organization are building expertise through AI, and how many are just building a dependency on it? Because the deliverables look identical. The difference only surfaces when someone has to think without the machine &#8212; in a meeting, under pressure, when a client asks a follow-up question that wasn&#8217;t in the prompt.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!pfHS!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!pfHS!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!pfHS!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg" width="1000" height="667" 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srcset="https://substackcdn.com/image/fetch/$s_!pfHS!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!pfHS!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffc9d8dc9-b0e7-488e-96b8-8a187976dcac_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>When it comes to the AI at work, every organization has both:</p><ol><li><p>The Prospector</p></li><li><p>The Prompter</p></li></ol><p>The Prospector uses AI as augmentation &#8212; it amplifies what they already know and helps them learn faster. The relationship strengthens both the human and the output.</p><p>The Prompter uses AI as a crutch &#8212; it carries the cognitive load so they don&#8217;t have to. The relationship weakens the human while maintaining the appearance of competence. Remove the crutch and the gap becomes visible immediately.</p><p><strong>The Discovery Journey vs. The Quick Answer</strong></p><p>I am a Prospector. When I use AI to work with data baselines and layer knowledge into the system, I am essentially teaching AI about my specific problem before asking it to solve anything. Each layer adds context, constraints, and ground truth. The output improves not because the model got smarter, but because you gave it better material to work with. By doing this, you can see the progression &#8212; thin output becomes rich output &#8212; and you understand why it improved because you controlled the inputs.</p><p>This is the Prospector&#8217;s journey. It&#8217;s sequential, deliberate, and the user maintains awareness of what the AI knows and doesn&#8217;t know at every stage. When the output is wrong, you can trace it back to a specific layer where the context was insufficient or the data was flawed. You have diagnostic capability because you built the thing from the ground up. Along the way, you learn to pull from different data sources, cross-reference outputs against known facts, and challenge the AI when something doesn&#8217;t hold up. The process itself teaches you to think more critically about data, where it comes from, whether it&#8217;s reliable, and how it connects to the problem you&#8217;re actually solving.</p><p>The Prompter skips all of these. They open a chat window. There are no layers. There is no baseline. There is no knowledge ingestion process. They type a question and receive a fully formed answer that appears to account for everything. The output arrives already rich-looking. but that richness is cosmetic, not structural. The user has no visibility into what knowledge the model drew from, what it inferred, what it fabricated to fill gaps, or what it ignored entirely. There is no discovery. There is only delivery.</p><p>The difference is fundamental. One approach uses AI to assist a learning journey &#8212; each query sharpens your understanding, each response becomes material you evaluate and build upon. The other treats AI as a shortcut past the learning entirely. The Prospector walks away from every session knowing more than when they started. The Prompter walks away with a document.</p><p><strong>What Does "Learn AI" Actually Mean?<br><br></strong>There are many calls for learning AI these days. Governments launch funding programs to encourage upskilling. Industry leaders say everyone needs to learn AI. But very few people explain what AI learning actually is. Is it understanding how machine learning works? Is it learning to write better prompts? Is it mastering a specific tool before the next one replaces it?</p><p>Meanwhile, at schools and universities, students are already full-on using AI to assist their work. The institutions are playing a catch-up game, scrambling to develop curricula for how AI should be taught. This is a very odd situation. Teaching is supposed to come before practice. We are now living in the reverse scenario &#8212; the students are practicing before anyone has decided what the lesson should be. We are creating a generation of Prompters.</p><p>What I believe &#8212; and what I practice &#8212; is that learning AI means learning how knowledge can be built using AI. It means using AI to amplify learning outcomes, not to bypass learning altogether. It means growing your cognitive foundation while you learn how the machine works, so that both you and the output get stronger over time.</p><p>The Prospector doesn&#8217;t learn AI as a separate skill. They learn their domain more deeply, with AI as the instrument. The knowledge stays with them. The expertise compounds. The machine is useful, but it is not the point.</p><p>The point is what you know when the machine is off.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;c2091b52-ed25-46c4-aed7-3176200f4c40&quot;,&quot;caption&quot;:&quot;Let&#8217;s go back to stage zero.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Are We Ready?&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-02-02T00:00:23.193Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!rUIv!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/are-we-ready&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:186279261,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:1,&quot;comment_count&quot;:1,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p></p>]]></content:encoded></item><item><title><![CDATA[Can everyone be an expert?]]></title><description><![CDATA[The iconic venture capitalist Marc Andreessen frames expertise as knowledge you can absorb from reading books, tutoring, and of course AI teaching you nowadays.]]></description><link>https://read.how.sg/p/can-everyone-be-an-expert</link><guid isPermaLink="false">https://read.how.sg/p/can-everyone-be-an-expert</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 09 Feb 2026 00:00:18 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!ahlP!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>The iconic venture capitalist Marc Andreessen frames expertise as knowledge you can absorb from reading books, tutoring, and of course AI teaching you nowadays. I disagree.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!ahlP!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!ahlP!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 424w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 848w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!ahlP!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg" width="1000" height="726" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:726,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:529641,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/187062157?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!ahlP!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 424w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 848w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!ahlP!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8ae87ff7-4143-43d3-9755-b07a0cc26b1f_1000x726.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Real expertise is learned from consequences. Most of the time, these consequences are failures, redos, and the hard judgment calls about when to push forward and when to let go. AI has read everything but experienced nothing. It has never felt the weight of a decision gone wrong.</p><p>The &#8220;superpowered individual&#8221; who skips the consequences is just an intern who learns by mimicking. That&#8217;s what AI is today. A very good mimic. And mimics fool people who've never seen the real thing.</p><p>There is a dark side of AI democratization that Andreessen completely misses. When a project manager with no design background uses AI to &#8220;become a designer,&#8221; they lack the trained eye to see what&#8217;s wrong. The AI output looks polished. The gradients are smooth. The spacing seems fine. They have no frame of reference for what &#8220;great&#8221; looks like versus a pre-trained &#8220;competent template.&#8221;</p><p>The expert designer sees: wrong visual hierarchy, derivative aesthetic, accessibility failures, brand inconsistency, layers of cognitive evaluation based on real experience.</p><p>The AI-empowered non-expert sees: &#8220;Wow, this is nice and this would have taken me hours.&#8221; </p><p><strong>The Expertise Inversion</strong></p><p>Andreessen argues AI makes everyone an expert. The opposite is true. AI makes everyone dependent.</p><p>When you outsource thinking, you stop learning how to think. The person who once struggled through a problem like making mistakes, hitting walls, developing judgment now skips straight to the answer. They get the output without building the circuitry to evaluate it.</p><p>Here&#8217;s the trap: an AI user without domain expertise prompts with common sense, intuition, or worse &#8212; misunderstanding. The AI responds confidently. It always responds confidently. The user has no basis to verify if the answer is correct, hallucinated, outdated, or subtly wrong in ways that only matter when the work ships.</p><p>This is the Evaluation Paradox. You need expertise to assess whether AI gave you expertise. Without it, you&#8217;re not collaborating with intelligence. You&#8217;re trusting a stranger&#8217;s homework.</p><p>The danger is real. Wrong answers delivered with confidence look identical to right answers delivered with confidence. Only the expert can tell them apart.</p><p>We think our problem is thinking &#8212; too slow, too hard, too much effort. So we outsource it. But the problem was never thinking. The problem is stopping.</p><p><strong>Can you be an expert?</strong></p><p>Yes. Anyone can be an expert. This is how humans have always worked. We learn, we practice, we fail, we adjust. That process hasn&#8217;t changed.</p><p>Andreessen sees AI as a teacher delivering knowledge. But most AI users today aren&#8217;t learning. They&#8217;re chatting to get fast answers, then moving on. Hit and run. This builds nothing.</p><p>There is a better way. Just as AI foundation models require training on structured data, humans need foundational training too. Before we can use AI properly at work, we need to understand our own data, recognise the glitches in our workflows, and know what good output actually looks like.</p><p>This is where real domain experts matter &#8212; not as gatekeepers, but as guides. Learning happens in the interaction with people who have lived the consequences, not in quick chats with machines that haven&#8217;t.</p><p>AI can accelerate expertise. But it cannot replace the foundation. Skip the foundation, and you&#8217;re not building expertise. You&#8217;re collecting answers you can&#8217;t verify.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;78494067-bda2-4dd2-9764-978933418bf3&quot;,&quot;caption&quot;:&quot;John Nosta, founder of the NostaLab think tank, recently observed that AI trains humans to think backwards. It provides answers before we understand the question. It favours fluency over comprehension. It flips human reasoning by delivering polished outputs before we&#8217;ve had time to think.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Backwards Brain&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-01-19T00:00:59.736Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!ICGC!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-backwards-brain&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:184394414,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:2,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p></p>]]></content:encoded></item><item><title><![CDATA[Are We Ready?]]></title><description><![CDATA[Let&#8217;s go back to stage zero.]]></description><link>https://read.how.sg/p/are-we-ready</link><guid isPermaLink="false">https://read.how.sg/p/are-we-ready</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 02 Feb 2026 00:00:23 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!rUIv!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Let&#8217;s go back to stage zero.</p><p>Before you deploy AI, what do we need to know?</p><ul><li><p>What decisions actually get made, by whom, using what information?</p></li><li><p>Where does tribal knowledge live that&#8217;s never been documented?</p></li><li><p>What validation steps happen informally that would need to become explicit?</p></li><li><p>Which outputs require human judgment that AI can&#8217;t replicate?</p></li></ul><p>I bet only a small number of companies actually start at stage zero with this reality check before they reduce headcount.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!rUIv!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!rUIv!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 424w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 848w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!rUIv!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg" width="1456" height="971" 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srcset="https://substackcdn.com/image/fetch/$s_!rUIv!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 424w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 848w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!rUIv!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84447ba8-51b0-4e2f-b4c9-4298c8cd2dbc_6337x4224.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Two days ago, Amazon announced it&#8217;s cutting 16,000 corporate jobs. That brings the total to roughly 30,000 job cuts in the last three months. At the same time, entry-level hiring across tech has collapsed. Recent graduates are finding fewer doors open than any cohort in recent memory. Tech employment itself is shrinking&#8212;not slowing, shrinking.</p><p>This syncs with what Anthropic CEO Dario Amodei revealed recently: &#8220;AI is now writing the vast majority of Anthropic&#8217;s code... and may be only 1&#8211;2 years away from a point where the current generation of AI autonomously builds the next.&#8221;</p><p>The machines are building the machines.</p><p>Do we actually have a plan for ourselves&#8212;human?<br><br><strong>What We Already Know</strong></p><p>Set aside the predictions. Look at what&#8217;s already happening.</p><p>If you ask me what AI at Work really means? From what we&#8217;ve seen, it means cost-cutting. Eliminating jobs. Full stop.</p><p>The hiring freeze is real. Entry-level positions are disappearing. The first rungs of the career ladder are being pulled up.</p><p>The cuts are accelerating. AI-attributed layoffs made headlines throughout 2025. And that&#8217;s just the companies willing to say it out loud.</p><p>CEOs are stating it plainly. Salesforce cut thousands from customer support because AI handles the volume now. Ford&#8217;s CEO warned AI will replace half of white-collar workers. IBM&#8217;s CEO said he could easily see a third of back-office roles automated away.</p><p>These aren&#8217;t speculation. But are these strategic roadmaps? Or are executives just pressing the panic button?</p><p>Either way, the layoffs tell us what companies are doing. They don&#8217;t tell us whether companies know what they&#8217;re doing.</p><p>Cutting headcount is easy. Replacing what those people actually did&#8212;the judgment calls, the context, the informal validation&#8212;that&#8217;s the part nobody&#8217;s planned for. We don&#8217;t hear people talking about how they cooperate with AI. Just how they chat with it.</p><p>Which brings us to the real problem.</p><p><strong>The Missing Pipeline In Your Workflow</strong></p><p>I could tell you to prepare yourself. Learn to use AI. Augment your value. You&#8217;ve heard it before.</p><p>But here&#8217;s what I&#8217;m not seeing: actual workflow optimization. Plans that use AI to streamline how work gets done. Instead, AI shows up as an output tool. Generate this. Summarize that. Write me a draft.</p><p>AI is a powerful discovery tool. But it cannot discover without a data pipeline. And most organizations don&#8217;t have one.</p><p>Conversing with AI is not discovery. You&#8217;re not feeding it relevant data. You&#8217;re prompting it. A prompt is not data. Information embedded in prompt context is not data. It&#8217;s a request dressed up as input.</p><p>Discovery requires structure. It requires knowing what data exists, where it lives, and how it flows through your organization. It requires the stage zero work most companies skip.</p><p><strong>We&#8217;ve Been Here Before</strong></p><p>Most organizations failed at digital transformation. The reason? Fragmented data. Fragmented responsibility for managing the data pipeline. No one owned it. Everyone touched it. Nothing connected.</p><p>Managing data is difficult. It requires tools. Analytical skills. Governance. Patience.</p><p>These are the same ingredients we need to transform workflows in the AI era.</p><p>If you couldn&#8217;t build a coherent data pipeline for digital, what makes you think AI will be different? The technology changed. The problem didn&#8217;t.</p><p></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><p></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;cafc66e1-9f43-458a-98d2-7e8e70effa8b&quot;,&quot;caption&quot;:&quot;Twenty-five years of digital marketing taught us something we seem to have forgotten.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Tools Are Easy. Workflows Are Hard.&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-01-12T00:01:13.927Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!YzqH!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/tools-are-easy-workflows-are-hard&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:183516557,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:1,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[The Gap We Might Never Close]]></title><description><![CDATA[&#8220;We&#8217;re closing the gap.&#8221;]]></description><link>https://read.how.sg/p/the-gap-we-might-never-close</link><guid isPermaLink="false">https://read.how.sg/p/the-gap-we-might-never-close</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 26 Jan 2026 00:00:29 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!QuwA!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>&#8220;<em><strong>We&#8217;re closing the gap.</strong></em>&#8221;</p><p>This is the statement we hear constantly now. Hassabis says AGI is close. Amodei at Davos gives it six to twelve months before AI handles end-to-end developer workflows. Altman promises the next model will be the leap.</p><p>The gap they&#8217;re measuring: the distance between current AI capability and human-level task performance. And yes, that gap is closing. Rapidly.</p><p>But here&#8217;s what the headlines miss.</p><p>If AI capability doubles every 18 months while human practice improves at 10% annually, the distance between them doesn&#8217;t shrink. It compounds. A second gap is moving in the opposite direction: the distance between what AI can do and what humans know how to direct it to do properly.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!QuwA!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!QuwA!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!QuwA!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg" width="1000" height="667" 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srcset="https://substackcdn.com/image/fetch/$s_!QuwA!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!QuwA!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5d009176-afab-4891-98dc-24cc66079c42_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>I&#8217;ve Seen This Before</strong></p><p>I watched this exact pattern unfold with digital marketing.</p><p>The arrival of marketing technology didn&#8217;t improve marketing practice. It widened the knowledge gap. Marketers who understood audiences, messaging, and positioning suddenly found themselves dependent on platforms they couldn&#8217;t control and metrics they couldn&#8217;t interpret.</p><p>They became more vulnerable, not less. More dependent on technical support, not more capable.</p><p>And the IT teams who held the keys? They never understood how marketing actually worked. More importantly, they never wanted to. They built walls instead of bridges to gate-keep the systems and restrict access. Innovation didn&#8217;t evolve at work. It stalled at the helpdesk.</p><p>The technology advanced. The practice didn&#8217;t. The gap widened.</p><p><strong>This Time Is Worse</strong></p><p>With digital marketing, people at least knew they were vulnerable. The confusion was visible. You couldn&#8217;t run a campaign without asking for help. The dependency was obvious, and that awareness &#8212; however uncomfortable &#8212; created pressure to learn.</p><p>AI offers no such discomfort.</p><p>The chatbot answers instantly. The output looks complete. The interface feels empowering. Users walk away believing they&#8217;ve been informed, that they now know something they didn&#8217;t before.</p><p>But retrieval is not understanding. Getting an answer is not the same as developing judgment.</p><p>This is the trap. Digital marketing made people feel helpless, which motivated some to close the gap. AI makes people feel capable, which removes the motivation entirely.</p><p>Why pursue deeper knowledge when the machine already gave you the answer? Why build expertise when confidence is available on demand?</p><p>The drive to learn doesn&#8217;t just slow. It reverses. The gap doesn&#8217;t just widen. It accelerates.</p><p><strong>Upskilling Won&#8217;t Save You</strong></p><p>The instinct is to train. Roll out courses. Certify employees on the latest tools. Measure adoption rates and call it progress.</p><p>But vocational training for a specific platform solves the wrong problem. By the time the course is complete, the tool has changed. By the time the certification is earned, the interface has moved on.</p><p>What doesn&#8217;t change is how we think.</p><p>The gap isn&#8217;t closed by teaching people which buttons to press. It&#8217;s closed by building the cognitive capabilities that transfer across any tool, any platform, any wave of technology.</p><p>Problem solving. Critical thinking. The discipline of questioning outputs instead of accepting them. The practice of validating answers against reality.</p><p>These aren&#8217;t training modules. They&#8217;re cultural shifts.</p><p><strong>The Learners Who Will Adapt</strong></p><p>Here&#8217;s what I&#8217;ve observed: people who learned to work with data before AI arrived are better positioned now.</p><p>Not because data skills map directly to prompt engineering. They don&#8217;t. But because the practice of extracting insight from information, questioning sources, testing assumptions, recognizing patterns and anomalies, all these build a cognitive muscle that transfers.</p><p>They learned to distrust easy answers. They learned that data lies when you don&#8217;t interrogate it. They learned that the number on the screen is the beginning of the inquiry, not the end.</p><p>That skepticism, that rigor, that habit of verification is exactly what working with AI demands.</p><p>The learners who will close the gap aren&#8217;t the ones chasing the latest tool. They&#8217;re the ones who already know that tools don&#8217;t think for you.</p><p><strong>Who Actually Closes the Gap</strong></p><p>The ones who will close this gap are those who practice framework thinking. It is the ability to structure problems before reaching for solutions.</p><p>I learned this firsthand as an AI solution developer.</p><p>When building a solution on Gemini, I hit a wall. Users would ask the AI to quote directly from source content, and the system would reject the query &#8212; a recitation error triggered by attribution rules. The AI simply refused.</p><p>The instinct is to treat this as an error. Apologize for the limitation. Display an error message. Move on.</p><p>I chose differently.</p><p>Instead of rejecting the user, I captured that moment of failure and turned it into instruction. The error became a prompt: here&#8217;s why that query didn&#8217;t work, and here&#8217;s how to ask the question properly. The limitation became a learning experience embedded in the workflow.</p><p>I outsmarted my AI coding agent. Not by being faster or knowing more syntax. By thinking about what the tool couldn&#8217;t do and designing around it, turning a constraint into value.</p><p>This is the point: humans can outsmart machine intelligence. But only when we think. Only when we refuse the vocational training pattern of learn-tool, use-tool, mechanically repeat what we do.</p><p>The gap may never close for those waiting to be taught. For those who learn how to think, the gap becomes irrelevant.</p><p>The machine doesn&#8217;t need to catch up to you. You need to stay ahead of what it can&#8217;t do.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;8dcb2036-90ea-4c2e-8995-f6192b8bdd3b&quot;,&quot;caption&quot;:&quot;John Nosta, founder of the NostaLab think tank, recently observed that AI trains humans to think backwards. It provides answers before we understand the question. It favours fluency over comprehension. It flips human reasoning by delivering polished outputs before we&#8217;ve had time to think.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Backwards Brain&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2026-01-19T00:00:59.736Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!ICGC!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-backwards-brain&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:184394414,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Backwards Brain]]></title><description><![CDATA[John Nosta, founder of the NostaLab think tank, recently observed that AI trains humans to think backwards.]]></description><link>https://read.how.sg/p/the-backwards-brain</link><guid isPermaLink="false">https://read.how.sg/p/the-backwards-brain</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 19 Jan 2026 00:00:59 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!ICGC!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>John Nosta, founder of the NostaLab think tank, recently observed that AI trains humans to think backwards. It provides answers before we understand the question. It favours fluency over comprehension. It flips human reasoning by delivering polished outputs before we&#8217;ve had time to think.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!ICGC!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!ICGC!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!ICGC!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:325577,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/184394414?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!ICGC!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!ICGC!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F00b9a567-07e3-4f80-896d-f71e62aa168f_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>I actually see this has become the norm for most AI users. The pleasure is almost instant. Ask a question. Get a response. Feel empowered. Move on.</p><p>Do this enough times and something shifts. You stop forming the question properly because the answer comes regardless. Your predisposition to instant empowerment stops you from challenging the response. When another one is just seconds away, you stop thinking because the output already exists. You think now you know everything.</p><p>The conclusion arrives before the reasoning. The destination before the journey. The answer before you understood the question well enough to ask it.</p><p>This is not how we develop cognitive capability. It plays against everything we know about learning.</p><p>Learning requires friction. The wrong turns. The dead ends. The moments where you sit with not-knowing long enough to actually figure something out. The struggle that builds judgment.</p><p>Now, we traded all of it for speed.</p><p>Smooth outputs. Hollow understanding. And we are calling this progress?</p><p><strong>The Reskilling Misdirection</strong></p><p>The conversation about AI focuses on reskilling workers to use new tools. This intention has missed the point entirely.</p><p>The tools are too easy. It&#8217;s almost a no-brainer when anyone can prompt and get answers. Watch someone use ChatGPT for the first time. Within minutes they&#8217;re generating content, asking follow-ups, iterating on outputs. The interface is deliberately frictionless. The barrier to use is nearly zero.</p><p>So the gap isn&#8217;t in operating AI. Everyone can operate AI.</p><p>The real gap is in preparing for it.</p><p>Knowing what you actually need before you ask. Defining quality before you see output. Understanding your own standards well enough to recognise when they&#8217;ve been met, or missed.</p><p>Most people skip this entirely. They prompt first and evaluate later. They let the AI&#8217;s output shape their expectations rather than the other way around.</p><p>This is the backwards brain in action.</p><p><strong>What Responsible AI Development Actually Looks Like?<br><br></strong>Anthropic recently released Claude Code with something called SKILLS. The concept is deceptively simple: before the AI agent does anything, humans write down their best practices. Their standards. Their decision frameworks. The way they want work done.</p><p>The agent then executes within those boundaries.</p><p>This inverts the common pattern. Instead of AI producing output that humans react to, humans define the constraints that AI operates within.</p><p>As a developer, I love to see this deterministic preparation for probabilistic execution. I truly believe that Anthropic is making meaningful progress that benefits human.</p><p>Yes, it&#8217;s slower to start. It requires thinking before prompting. It demands that you know what good looks like before you ask for it.</p><p>Which is precisely why it works.</p><p>The skill architecture isn&#8217;t about making AI more capable. It&#8217;s about making human judgment explicit. Codifying expertise rather than hoping AI will replicate it. Transferring knowledge into structure that agents can follow.</p><p>This is hard work. It requires examining how you actually do things&#8212;not how you think you do them, or how you&#8217;d like to. It forces clarity.</p><p>Most organisations avoid this. They want the output without the preparation. They deploy AI into workflows they&#8217;ve never examined. They automate processes they don&#8217;t understand. They expect tools to provide clarity they never had.</p><p>Then they wonder why the results feel generic.</p><p><strong>The Realistic Truth</strong></p><p>The more capable AI becomes, the more preparation it demands. Not less. More.</p><p>This is the part nobody wants to hear. We adopted AI to reduce effort. But the real value requires more effort&#8212;just different effort. Earlier effort. Thinking effort.</p><p>The organisations getting results aren&#8217;t the ones with the best prompts. They&#8217;re the ones who did the homework before the first prompt was written.</p><p>They mapped their workflows. They defined their standards. They built the scaffolding that makes AI output useful rather than merely plausible.</p><p>This is why Anthropic&#8217;s SKILLS architecture matters beyond code. It&#8217;s proof of concept for something larger: AI doesn&#8217;t advance human work. Human work advances AI.</p><p>The skills we bring&#8212;cognitive skills, planning, applying knowledge, defining what good looks like&#8212;these aren&#8217;t inputs to AI. They&#8217;re the foundation AI runs on.</p><p>Without them, you get speed without direction. Output without outcome. Motion without progress.</p><p>Prompting is not a skill. Preparation is.</p><p>Right now, AI doesn&#8217;t have a thinking deficiency.</p><p>We do.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><p></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;cc939790-d945-4558-9647-811d9b1930cb&quot;,&quot;caption&quot;:&quot;Recently the renowned computer scientist - Yann LeCun explained, &#8220;large language models are trained on approximately 30 trillion words. The volume of words representing nearly all publicly available internet text. For a human to read that volume would take over 500,000 years of continuous reading.&#8221;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Librarian Who Never Left the Library&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-12-22T00:00:58.338Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!b1A5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-librarian-who-never-left-the&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:181862447,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div><p><br><br></p>]]></content:encoded></item><item><title><![CDATA[Tools Are Easy. Workflows Are Hard.]]></title><description><![CDATA[Twenty-five years of digital marketing taught us something we seem to have forgotten.]]></description><link>https://read.how.sg/p/tools-are-easy-workflows-are-hard</link><guid isPermaLink="false">https://read.how.sg/p/tools-are-easy-workflows-are-hard</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 12 Jan 2026 00:01:13 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!YzqH!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Twenty-five years of digital marketing taught us something we seem to have forgotten.</p><p>How to perform a series of tasks guided by a practice.</p><p>To produce a report, you input data. Before that, you validate the source. Before that, you define what you&#8217;re measuring. Each step follows the previous. Skip one, and the output suffers.</p><p>This is how work gets done.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!YzqH!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!YzqH!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!YzqH!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg" width="1000" height="683" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:683,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:342354,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/183516557?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!YzqH!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YzqH!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F510dcbd8-8d3f-4c82-bc6c-191dda06bbc2_1000x683.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>But in marketing, because we are told to be &#8220;creative,&#8221; somehow we don&#8217;t follow best practice. Best practice becomes a badge - something for pitch decks. Not an internalised sequence of tasks.</p><p>We learned this with marketing automation. With programmatic. With CRM. Each technology delivered transformation only to teams that redesigned their processes around it.</p><p>AI will be no different.</p><p><strong>Most Brand Work Is Opinion Aggregation</strong></p><p>Here&#8217;s what it looks like in practice:</p><ul><li><p>&#8220;This one feels more premium.&#8221;</p></li><li><p>&#8220;I don&#8217;t think that captures who we are.&#8221;</p></li><li><p>&#8220;It needs to be more... bold? But also approachable.&#8221;</p></li></ul><p>Each statement presents itself as insight. Each is actually preference. And beneath each preference lies the same unexamined belief:</p><p>The confidence that I have in my taste. And my ability to express what I feel.</p><p>This is the operating system. Every &#8220;I don&#8217;t like it&#8221; is taste claiming strategic authority. Every &#8220;it doesn&#8217;t feel right&#8221; is feeling asserting itself as expertise.</p><p>The most senior person&#8217;s taste wins. Not because seniority correlates with clarity, but because that&#8217;s how rooms work.</p><p>No methodology survives this. The framework gets drawn on the whiteboard. The criteria get listed on the brief. Then someone senior says &#8220;I&#8217;m just not feeling it,&#8221; and the room pivots.</p><p><strong>Why AI Changes Nothing</strong></p><p>AI needs instructions. Criteria. Some definition of &#8220;good&#8221; that can be evaluated.</p><p>Marketing offers none of this.</p><p>&#8220;Make it feel more premium&#8221; is not a prompt that produces consistent results. &#8220;Capture who we are&#8221; assumes a documented definition of &#8220;who we are&#8221; - which rarely exists outside a PDF no one has opened.</p><p>AI is a system that follows process. Marketing is a culture that resists it.</p><p>So AI gets pointed at tasks that can be specified: Generate headlines. Write taglines. Produce logo variations.</p><p>These outputs arrive in the room. The same opinion aggregation takes over. Options evaluated by taste. Decided by hierarchy.</p><p>AI accelerated production.</p><p>AI did not improve decision-making.</p><p>Because decision-making was never a process. It was a social ritual for discovering what the most powerful person will accept.</p><p><strong>A Space With 2,900 AI Tools Each Year</strong></p><p>A daily AI newsletter lands in my inbox. Ten new applications per edition. That&#8217;s 3,650 tools per year.</p><p>70-80% target marketing. Call it 2,900 annually.</p><p>Each promises transformation. Each assumes you have a process to accelerate, which in fact, you don&#8217;t.</p><p>So each becomes another button. Another way to generate options for the same room to evaluate by taste.</p><p>More inputs. Same bottleneck.</p><p>The bottleneck was never production. The bottleneck is the room where decisions happen without criteria.</p><p><strong>What Frameworks Actually Do</strong></p><p>A framework answers four questions:</p><p>What inputs are required? Not &#8220;insights.&#8221; Which insights. From where.</p><p>What criteria evaluate options? Written. Agreed. Referenced when someone says &#8220;not feeling it.&#8221;</p><p>What sequence of decisions leads to output? Not &#8220;iteration.&#8221; Which decisions. What order.</p><p>How do we know we&#8217;re done? Not &#8220;when it feels right.&#8221; What conditions. Approved by whom.</p><p>Most marketing teams cannot answer these for their core processes.</p><p>Tools for everything. Frameworks for nothing.</p><p><strong>The Choice</strong></p><p>Marketing digitised everything else. Customer journeys. Attribution. Conversion funnels. Real-time optimisation.</p><p>Just not its own work.</p><p>The discipline that measured customer behaviour never mapped how a campaign gets approved. The function that optimised every funnel stage never optimised how work moves through the team.</p><p>This is the opportunity. Not another tool. Not another AI feature.</p><p>Map the workflow. Define criteria. Document decisions.</p><p>Then AI has something to accelerate.</p><p>Until then, every tool you adopt is another way to produce more options for the same room to evaluate by feel.</p><p>Tools are easy. They arrive daily.</p><p>Workflows are hard. They require honesty about how decisions actually happen.</p><p>Best practice is not a badge.</p><p>It&#8217;s the sequence you actually follow.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;9c93be7e-261b-4a2e-83e2-e21ac0f75116&quot;,&quot;caption&quot;:&quot;AI-powered browsers promise to handle web tasks on your behalf - unsubscribing from newsletters, filling forms, automating shopping carts. Tools like Perplexity&#8217;s Comet browser represent this new wave of &#8220;agentic&#8221; software: AI that doesn&#8217;t just respond but acts.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;AI at Work: Expect Different, Not Faster&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-12-15T00:00:52.280Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!9L9V!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/ai-is-the-future-your-deadlines-are&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:181296890,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[The Folder Full of Job Titles]]></title><description><![CDATA[A tweet went viral last week.]]></description><link>https://read.how.sg/p/the-folder-full-of-job-titles</link><guid isPermaLink="false">https://read.how.sg/p/the-folder-full-of-job-titles</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 05 Jan 2026 00:01:13 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!EN5i!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>A tweet went viral last week. Someone shared a screenshot of a folder. Inside the folder is a series of meticulously crafted AI prompts. Each file named after a position.</p><p><em>Financialmanager.md, graphicdesigner.md, contentwriter.md, projectmanager.md, etc.</em></p><p>The implication was clear. The future of work. An autonomous organisation. Every role reduced to instructions. Every function handled by a dedicated AI agent.</p><p>It looked elegant. It looked inevitable. It looked like someone had never worked before.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!EN5i!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!EN5i!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 424w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 848w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!EN5i!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg" width="1000" height="644" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:644,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:644306,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/183199722?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!EN5i!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 424w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 848w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!EN5i!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F37c11be2-86b3-4dd0-8a0d-a851cd482a47_1000x644.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>The Author Problem</strong></p><p>Every prompt in that folder represents someone&#8217;s understanding of how a job should be done. Their assumptions. Their mental model of what good looks like.</p><p>That understanding came from somewhere. Years of doing the work. Watching what fails. Learning what customers actually want versus what they say they want.</p><p>The prompts are not the knowledge. The prompts are a photograph of knowledge at a single moment in time.</p><p>And like any photograph, they begin aging the instant they&#8217;re taken.</p><p><strong>The Pipeline Illusion</strong></p><p>Chain AI agents together. Output feeds input feeds output. It looks like an autonomous pipeline. A processes, then B processes, then C processes.</p><p>This works for assembly lines. Raw material enters, finished product exits.</p><p>But knowledge work isn&#8217;t an assembly line.</p><p>In a real meeting, the CFO&#8217;s expression shifts mid-presentation. The product lead notices. She adjusts her next point before he speaks. The CEO catches this exchange and decides to let it play out.</p><p>None of this was predefined. Three people processed the same moment simultaneously, responding to each other&#8217;s responses in real-time.</p><p>An AI agent receives input, processes, produces output. It cannot notice the CFO&#8217;s expression while processing the slide. It cannot adjust mid-generation based on signals it wasn&#8217;t told to watch.</p><p>It is, fundamentally, linear. One thing at a time. One direction. No peripheral vision.</p><p><strong>The Drift</strong></p><p>If you&#8217;ve coded with AI, you&#8217;ve seen this: AI generates code. You feed it to another AI for review. The review suggests changes. You feed those back.</p><p>Each handoff introduces drift. Small misunderstandings compound. Context gets lost. By the third cycle, you&#8217;re debugging a problem you never had.</p><p>Humans interrupt this constantly. &#8220;Wait, that&#8217;s not what I meant.&#8221; &#8220;Actually, forget that approach entirely.&#8221;</p><p>This spontaneous course-correction isn&#8217;t a feature you can add to a pipeline. It&#8217;s the ability to break the sequence when the sequence heads somewhere wrong.</p><p>You cannot predefine when to break. If you could, you wouldn&#8217;t need to.</p><p><strong>The Judgment Gap</strong></p><p>Even deterministic tasks with clear inputs, clear outputs, clear success criteria will take years to reach reliable accuracy. Anyone working with AI daily knows this.</p><p>But judgment is a different category entirely.</p><p>Judgment is: &#8220;The process says do X, but something feels wrong.&#8221;</p><p>Judgment is: &#8220;The data supports decision A, but I know this client.&#8221;</p><p>Judgment is: &#8220;Everyone agrees, which is exactly why I&#8217;m pushing back.&#8221;</p><p>You cannot predefine judgment because judgment exists for situations that weren&#8217;t predefined. It&#8217;s recognising when the rules don&#8217;t apply.</p><p>The folder captures the rules. It cannot capture the wisdom to break them.</p><p><strong>What The Folder Actually Shows</strong></p><p>That screenshot isn&#8217;t the future. It&#8217;s a documentation project.</p><p>Someone wrote down how they think work should be done. That&#8217;s valuable. Most organisations run on tribal knowledge that evaporates when people leave.</p><p>The prompts aren&#8217;t replacements for roles. They&#8217;re the beginning of understanding what roles actually do.</p><p><strong>What&#8217;s Actually Coming</strong></p><p>The autonomous organisation isn&#8217;t arriving. Not in the next twenty years, at least. Not because the technology fails. But because organisations exist to handle what can&#8217;t be specified in advance.</p><p>What is coming: humans managing multiple AI agents. The folder of prompts as starting point, not workforce. Value shifting from doing work to knowing which work matters.</p><p>Here&#8217;s what the screenshot got wrong. AI at work isn&#8217;t about automating what humans already do well. It&#8217;s about enabling what humans couldn&#8217;t do before. Not replacement. It is augmentation.</p><p>The person who shared that folder was right about one thing. The org chart is changing. And something is missing. Not another agent. A position responsible for unlocking value that didn&#8217;t exist before the agents arrived.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;2a1e8eb9-8636-4437-a612-bf5392c00a2b&quot;,&quot;caption&quot;:&quot;Recently the renowned computer scientist - Yann LeCun explained, &#8220;large language models are trained on approximately 30 trillion words. The volume of words representing nearly all publicly available internet text. For a human to read that volume would take over 500,000 years of continuous reading.&#8221;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Librarian Who Never Left the Library&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-12-22T00:00:58.338Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!b1A5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-librarian-who-never-left-the&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:181862447,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Time to Reset Is Also The Time to Reskill]]></title><description><![CDATA[&#8220;Musicians play their instruments.]]></description><link>https://read.how.sg/p/time-to-reset-is-also-the-time-to</link><guid isPermaLink="false">https://read.how.sg/p/time-to-reset-is-also-the-time-to</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 29 Dec 2025 00:01:25 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!Mbt7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>&#8220;Musicians play their instruments. I play the orchestra.&#8221;</p><p>The line belongs to Aaron Sorkin, delivered by Michael Fassbender as Steve Jobs in the movie. It sounds visionary. It is indeed but not for the reason people assume.</p><p>Jobs involved himself in every design detail and marketing deliverable. He created components that tied mission to vision. He conducted because he understood what each section needed to play.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!Mbt7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!Mbt7!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!Mbt7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:881738,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/182551183?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!Mbt7!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!Mbt7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0d6fbd66-c82d-437f-a165-72b679f6cf98_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Most managers don&#8217;t conduct. They execute steps that never evolve, follow experience that predates the current reality, and protect tribal knowledge that was never documented. They wave the baton at an orchestra that&#8217;s already moved on.</p><p>That manager is running your AI transformation. And the window for learning on the job is closing.</p><p>2026 will be the year AI meets reality. Stanford researchers across disciplines agree. No AGI breakthrough. Fewer promises, more postmortems. Enterprises quietly admit most deployments didn&#8217;t move the needle.</p><p>And when it does, guess who actually knows how to use this thing?</p><p>Not the manager running your AI transformation.</p><p><strong>The Training Flows Downward</strong></p><p>Employees receive tool training. How to prompt. How to generate. Managers receive strategy briefings. Decks about potential. Vendor summaries.</p><p>The assumption: ground staff need upskilling, leaders need awareness.</p><p>The reality: employees are already using AI, far more than their managers realise.</p><p>The gap isn&#8217;t at the musician level. It&#8217;s at the podium.</p><p><strong>Generation Is Not Application</strong></p><p>Generation is producing outputs from AI. Prompts. Drafts. Summaries. This is what tool training teaches.</p><p>Application is integrating those outputs into how work gets done. Where AI enters the process. What validation it needs. Who owns it.</p><p>Generation is the musician&#8217;s skill. Application is the conductor&#8217;s job.</p><p>We have abundant training for one. Almost nothing for the other.</p><p><strong>The Tribal Knowledge Defence</strong></p><p>Some leaders point to experience. Years of unwritten knowledge. Who to call. Which approvals to skip. What actually happens versus what the policy says.</p><p>Tribal knowledge is real. It&#8217;s also where bad practices hide.</p><p>AI won&#8217;t replace tribal knowledge because it was never written down. AI won&#8217;t improve it either, it can&#8217;t challenge what no one has surfaced.</p><p>The new instrument doesn&#8217;t fix old habits. It plays alongside them.</p><p><strong>The Work Before the Work</strong></p><p>Back to the orchestra example, before you conduct, you study the score.</p><p>Most media coverage for AI skips this because preparation doesn&#8217;t sell. Fear does.</p><p>But deploy a tool into a process you don&#8217;t understand and the outputs won&#8217;t fit. People create workarounds. Workarounds become new tribal knowledge. Six months later, no one knows why AI didn&#8217;t deliver.</p><p>The framework is unglamorous: What are the real steps? Where do decisions happen? What would better look like?</p><p>AI doesn&#8217;t work around dysfunction. It amplifies it.</p><p><strong>The Empty Podium</strong></p><p>Your organisation trains employees on AI tools. It probably doesn&#8217;t train managers on AI-integrated workflows.</p><p>Employees are already practising. They&#8217;ve picked up the new instrument.</p><p>The question isn&#8217;t whether your team can use AI. In fact, they can.</p><p>The question is whether leadership understands the instrument well enough to conduct it.</p><p>Steve Jobs played the orchestra because he understood the instruments. The title was never the point.</p><p>Neither is yours.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;c8f1479b-0c50-472b-b071-3bed77b5fce4&quot;,&quot;caption&quot;:&quot;Recently the renowned computer scientist - Yann LeCun explained, &#8220;large language models are trained on approximately 30 trillion words. The volume of words representing nearly all publicly available internet text. For a human to read that volume would take over 500,000 years of continuous reading.&#8221;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Librarian Who Never Left the Library&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-12-22T00:00:58.338Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!b1A5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-librarian-who-never-left-the&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:181862447,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[The Librarian Who Never Left the Library]]></title><description><![CDATA[Recently the renowned computer scientist - Yann LeCun explained, &#8220;large language models are trained on approximately 30 trillion words.]]></description><link>https://read.how.sg/p/the-librarian-who-never-left-the</link><guid isPermaLink="false">https://read.how.sg/p/the-librarian-who-never-left-the</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 22 Dec 2025 00:00:58 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!b1A5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Recently the renowned computer scientist - Yann LeCun explained, &#8220;large language models are trained on approximately 30 trillion words. The volume of words representing nearly all publicly available internet text. For a human to read that volume would take over 500,000 years of continuous reading.&#8221;</p><p>LeCun&#8217;s point is meant to impress. And it should.</p><p>Now imagine this shows up on a r&#233;sum&#233;. A candidate who has absorbed the entirety of human documented knowledge. Every book, every paper, every forum post, every manual ever written.</p><p>Would you hire them on the spot? Or would you want to know what they can&#8217;t do?</p><p>Here&#8217;s the thing: you&#8217;ve already hired them. And they brought friends.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!b1A5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!b1A5!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!b1A5!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:638675,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/181862447?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!b1A5!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!b1A5!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F355b6873-71d5-4e25-9144-49a48b01ddc8_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>Character One: The Librarian Who Never Left the Library</strong></p><p>She has read every book in existence. She can retrieve any fact, cross-reference any concept, and summarise any topic on demand. Her knowledge spans Ottoman trade routes to chemical bonding to customer segmentation frameworks.</p><p>She has never stepped outside the building.</p><p><strong>What she offers:</strong> Coverage. The probability that somewhere in her vast collection, information exists that relates to whatever you&#8217;re asking about. Faster retrieval than any human researcher. Synthesis across sources that no individual could replicate.</p><p><strong>What she lacks:</strong> Any sense of which book matters for your situation. She treats peer-reviewed studies and Reddit comments with equal seriousness &#8212; both are just text on shelves. She can tell you what has been written about organisational politics. She knows nothing about yours. She spends time to reason and analyse for even a common sense.</p><p><strong>How to work with her:</strong> Bring specific questions. Verify what she gives you. Never assume she knows what&#8217;s relevant. She only knows what&#8217;s written.</p><p><strong>Character Two: The Intern Who Is Eager To Show Off Syntax But Never Shipped</strong></p><p>He aced every programming course. He can write code in twelve languages, recite design patterns from memory, and explain the theory behind any architecture you name.</p><p>He has never deployed a system that real users depend on.</p><p><strong>What he offers:</strong> Speed on well-defined tasks. Familiarity with virtually every documented approach. The ability to produce working components faster than you could write them yourself.</p><p><strong>What he lacks:</strong> The scar tissue that comes from debugging at 2am when production is down. The instinct for where systems actually break. The judgment that only comes from facing consequences. He learned from descriptions of what works and he has never felt what happens when it doesn&#8217;t. He tends to over-engineer simple problems to demonstrate what he knows.</p><p><strong>How to work with him:</strong> Use him for drafts, scaffolding, and acceleration. Review everything before it touches production. Never let him make architectural decisions alone.</p><p><strong>Character Three: The Design Guru With Consistency Issues</strong></p><p>He produces stunning visual work at extraordinary speed. What takes others hours, he delivers in minutes. Each output is impressive in isolation.</p><p>But he cannot work longer than three minutes at a stretch. And he has a troubling tendency to forget his own style between sessions.</p><p><strong>What he offers:</strong> Rapid generation. Impressive quality in short bursts. The ability to explore ten directions in the time it takes to manually create one.</p><p><strong>What he lacks:</strong> Sustained coherence. The ability to maintain design integrity across a larger project. Reliability when consistency matters. Each piece looks good; the pieces don&#8217;t necessarily fit together.</p><p><strong>How to work with him:</strong> Use him for exploration, iteration, and speed. Build the system for consistency yourself. Never assume today&#8217;s output will match yesterday&#8217;s.</p><p><strong>The Team You Actually Have</strong></p><p>These three aren&#8217;t hypothetical. They&#8217;re different faces of the same technology you&#8217;re already using.</p><p>The librarian is retrieval and synthesis. The intern is code generation and technical drafting. The design guru is image, video, and design generation.</p><p>Each offers genuine capability. Each has systematic limitations. And each is available to your competitors at the same cost.</p><p>The question is not whether these team members are &#8220;really&#8221; intelligent. The question is whether you know how to manage them.</p><p>The conversation about AI at work fixates on reskilling employees. But these three characters don&#8217;t need training. They need management.</p><p>The real upskilling isn&#8217;t teaching your team to use AI. It&#8217;s teaching yourself to manage technology which is fast, knowledgeable, but systematically unreliable.</p><p>That&#8217;s the skill. The rest is myth.<br></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;a3ea254b-9530-4eed-a708-e4ce74a51c3f&quot;,&quot;caption&quot;:&quot;In today's fast-paced digital world, we're witnessing a concerning trend in the design industry: the rise of what we might call the \&quot;hotkey guru\&quot; &#8211; designers who mistake technical proficiency for creative excellence. This phenomenon reveals a deeper problem in how we understand and value design expertise.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Speed Addicts: How Hotkey Gurus Are Ruining Good Design&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:277325602,&quot;name&quot;:&quot;Krystal Liau&quot;,&quot;bio&quot;:&quot;Designer turned marketer turned educator, Krystal Liau explores how design is evolving in the AI era and what we need to do to get it right.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/cc89809b-1d52-4821-8ff4-b8650608aba5_400x400.webp&quot;,&quot;is_guest&quot;:true,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2024-11-17T23:01:01.233Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!P4CZ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c34e5-51d9-4bc1-9889-dd3879b3a26e_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/speed-addicts-how-hotkey-gurus-are&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:151486892,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[AI at Work: Expect Different, Not Faster]]></title><description><![CDATA[AI-powered browsers promise to handle web tasks on your behalf - unsubscribing from newsletters, filling forms, automating shopping carts.]]></description><link>https://read.how.sg/p/ai-is-the-future-your-deadlines-are</link><guid isPermaLink="false">https://read.how.sg/p/ai-is-the-future-your-deadlines-are</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 15 Dec 2025 00:00:52 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!9L9V!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>AI-powered browsers promise to handle web tasks on your behalf - unsubscribing from newsletters, filling forms, automating shopping carts. Tools like Perplexity&#8217;s Comet browser represent this new wave of &#8220;agentic&#8221; software: AI that doesn&#8217;t just respond but acts.</p><p>But the early adopters are discovering a paradox. Reviews consistently report that AI browsers show &#8220;performance lag, especially during demanding tasks like browser automation.&#8221; Others are more direct: &#8220;AI-driven actions like shopping cart automation often fail or are slower than manual browsing.&#8221;  The AI takes longer than doing it yourself.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!9L9V!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!9L9V!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!9L9V!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg" width="1000" height="667" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:667,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:546714,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/181296890?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!9L9V!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!9L9V!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F60f92443-b58c-4eaa-976c-b5ce1afa4704_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>This isn&#8217;t a criticism of any specific product. It&#8217;s an observation about where we actually are with AI at work. And where we are is somewhere between &#8220;impressive demonstration&#8221; and &#8220;practical tool.&#8221;</p><p><strong>When The Magical Moment Fades, The Latency Remains.</strong></p><p>The first time you use a generative AI tool, text streams across the screen and you&#8217;re watching a machine think. There&#8217;s genuine wonder in that moment.</p><p>This is a UX technique called perceived performance - streaming output keeps users in &#8220;active waiting,&#8221; making the same processing time feel shorter. It works in the first few times.</p><p>By the hundredth time, you&#8217;re checking your phone while the response generates. The trick still runs, but the wonder has become waiting. The intelligence is assumed. The latency is the experience.</p><p>Anyone who&#8217;s built software knows what bad user experience feels like. Watching a spinner - no matter how sophisticated the process behind it - is latency. We&#8217;ve just given it better marketing.</p><p>Traditional software operates on a simple contract: short input, instant processing, structured output. Click a dropdown, select &#8220;Q3 2024,&#8221; receive a filtered table. Milliseconds. Done. Move on.</p><p>Generative AI rewrites that contract entirely. Now you&#8217;re composing prose to describe what you want. You&#8217;re waiting seconds - sometimes minutes - for a response. And when that response arrives, it&#8217;s conversational text that you must parse, extract from, and often clarify with follow-up prompts.</p><p>This isn&#8217;t faster. This is a different kind of work.</p><p><strong>The Agentic Paradox</strong></p><p>The current wave of AI development is pushing toward &#8220;agents&#8221; - systems that don&#8217;t just respond but <em>act</em>. They plan, reason through steps, and execute multi-stage workflows on your behalf.</p><p>The promise is compelling: AI handles the tedious work while you focus on higher-value tasks.</p><p>The reality introduces a paradox: the planning overhead often exceeds the execution time.</p><p>What I mean is that when an AI browser spends two minutes reasoning through an unsubscribe action - identifying elements, considering edge cases, confirming the click - it isn&#8217;t being unintelligent. It&#8217;s being thorough. That&#8217;s exactly what we&#8217;d want from an autonomous agent.</p><p>But thoroughness takes time. And when the manual alternative takes twenty seconds, the math doesn&#8217;t work.</p><p>This compounds across multi-step workflows. Each reasoning stage adds latency. A five-step agentic process isn&#8217;t five times slower than a single response - it&#8217;s often worse, because each step waits for the previous one to complete.</p><p>Work, fundamentally, is not waiting. Work is: You input, hit an enter, get the response, move on. It is input, process, output, next task. The rhythm of productivity is momentum, and momentum doesn&#8217;t survive two-minute pauses.</p><p><strong>The Conversation Problem</strong></p><p>There&#8217;s a deeper mismatch beyond latency. Generative AI&#8217;s interface is conversational, and work is not.</p><p>Conversations are exploratory. They meander, clarify, build shared understanding through back-and-forth. That&#8217;s valuable for learning, brainstorming, open-ended exploration.</p><p>But work outputs need to be deterministic. A financial report requires specific numbers in specific formats. A project status update requires structured information that maps to existing systems. A customer response requires consistency with established policies.</p><p>When you ask generative AI to help with a work task, you&#8217;re asking a conversational system to produce deterministic output. The mismatch is fundamental:</p><p>What Work Needs vs. What Conversational AI Delivers</p><ul><li><p>Structured data &#8594; Prose paragraphs</p></li><li><p>Predictable format &#8594; Variable presentation</p></li><li><p>Instant response &#8594; Generation latency</p></li><li><p>Consistent output &#8594; Probabilistic variation</p></li></ul><p>This doesn&#8217;t mean AI is useless for work. It means the ChatGPT-style chat window - the interface we&#8217;ve all grown accustomed to - isn&#8217;t the right frame for most professional applications.</p><p><strong>Your ChatGPT Experience Should Not Be Your AI at Work Experience</strong></p><p>Here&#8217;s where expectations need managing.</p><p>Many professionals have formed their understanding of AI through personal use: asking ChatGPT questions, generating text, exploring ideas. That experience - while genuine - creates a misleading template for what AI at work looks like.</p><p>The consumer AI experience is front-end and conversational. You type, it responds, you read.</p><p>The work AI reality is largely back-end and invisible. AI processing data pipelines. AI scoring leads. AI flagging anomalies. AI running in batch processes overnight. You don&#8217;t watch it stream text. You see the outputs in your existing dashboards, reports, and systems.</p><p>And here&#8217;s what rarely gets discussed: AI at work doesn&#8217;t eliminate tasks. It creates new ones.</p><p>Someone needs to validate the AI&#8217;s output. Someone needs to establish guardrails and monitor for drift. Someone needs to reconcile AI-generated data against ground truth. Someone needs to verify accuracy before that output reaches a customer or a financial statement.</p><p>These aren&#8217;t optional overheads. They&#8217;re the new work that AI implementation demands. Validation workflows. Human-in-the-loop checkpoints. Reconciliation processes. Integrity audits.</p><p>If you&#8217;re expecting AI to make your workday shorter, recalibrate. AI makes your workday different. The tasks change. The total work may not.</p><p><strong>The Addition Principle</strong></p><p>This brings us to the honest reframing that organizations need to hear:</p><p>AI doesn&#8217;t replace the old. It adds to it. The legacy systems don&#8217;t disappear. The existing workflows don&#8217;t evaporate. The human judgment calls don&#8217;t get automated away. Instead, AI layers onto what exists. New capabilities, yes. But also new responsibilities. New validation steps. New failure modes to monitor. New skills to develop. The value isn&#8217;t efficiency through subtraction. It&#8217;s augmentation through addition.</p><p>That augmentation is real. AI can surface insights humans would miss. It can process volumes that would take teams weeks. It can operate continuously in ways humans cannot. The value proposition is genuine.</p><p>But it&#8217;s not the value proposition most people have been sold.</p><p>The narrative of &#8220;AI will do your job for you&#8221; is seductive but wrong. The reality of &#8220;AI will change what your job requires&#8221; is less exciting and true.</p><p><strong>The Practical Position</strong></p><p>If you&#8217;re implementing AI in your organization, here&#8217;s my advice:</p><p><em><strong>Don&#8217;t expect AI to look like ChatGPT at your desk.</strong></em> Expect it to run in your data infrastructure, surface in your existing tools, and require new processes to govern.</p><p><em><strong>Don&#8217;t expect AI to shorten workflows.</strong></em> Expect it to change workflows, adding validation and oversight tasks that didn&#8217;t exist before.</p><p><em><strong>Don&#8217;t expect AI to deliver instant productivity.</strong></em> Expect it to deliver different productivity - new capabilities that take time to learn, integrate, and trust.</p><p><em><strong>Don&#8217;t confuse impressive with practical.</strong></em> The demo that amazes you in a conference keynote may frustrate you in daily use. Evaluate for your actual work rhythm, not your sense of wonder.</p><p>This doesn&#8217;t mean generative AI can&#8217;t work reliably today. It can - with discipline.</p><p>I use generative AI to track my daily expenses. But I don&#8217;t converse with it.</p><p>My inputs are terse: add $45 lunch client meeting. No prose. No explanation. The AI knows what to do because I&#8217;ve established rules upfront: &#8220;new day&#8221; triggers a fresh subtotal with the current date. The dollar sign parses the amount from the description. &#8220;Add&#8221; is always the instruction verb.</p><p>These parameters were set once. They&#8217;re rules, not conversations. The output is consistent, predictable, and structured - exactly what a financial tracker requires.</p><p>This is generative AI working deterministically. No magic. Just discipline.<br></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><p></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;4e9954df-659f-428e-b640-50d166444097&quot;,&quot;caption&quot;:&quot;Something strange is happening in organizations around the world.&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Why AI At Work Cannot Be Conversational&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-12-08T00:01:11.360Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!6fZL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/why-ai-at-work-cannot-be-conversational&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:180795508,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Why AI At Work Cannot Be Conversational]]></title><description><![CDATA[Something strange is happening in organizations around the world.]]></description><link>https://read.how.sg/p/why-ai-at-work-cannot-be-conversational</link><guid isPermaLink="false">https://read.how.sg/p/why-ai-at-work-cannot-be-conversational</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 08 Dec 2025 00:01:11 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!6fZL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Something strange is happening in organizations around the world.</p><p>The most intuitive technology ever created, one that requires no training, no manual, and no learning curve, is failing to integrate into work.</p><p>Executives are puzzled. They invested in AI. Employees have access. Usage is up. But where are the transformed workflows? Where is the productivity revolution? Where is the integration?</p><p>The answer is hiding in plain sight. The very thing that makes AI easy to use is exactly what makes it impossible to apply.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!6fZL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!6fZL!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 424w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 848w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!6fZL!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg" width="1000" height="714" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:714,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:305697,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/180795508?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!6fZL!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 424w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 848w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!6fZL!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F416c4138-a460-4645-836e-b2477ed8c0ad_1000x714.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p><strong>The Conversation Trap</strong></p><p>We were promised that talking to AI would be like talking to a brilliant colleague. Just describe what you need. Have a dialogue. Iterate naturally.</p><p>And it works as a conversation.</p><p>You ask. AI responds. You feel heard. You feel helped. You copy the output into a document somewhere and move on with your day.</p><p>But here&#8217;s what nobody talks about. That output doesn&#8217;t belong anywhere.</p><p>It wasn&#8217;t designed for your workflow. It doesn&#8217;t know your context. It wasn&#8217;t structured for your purpose. It&#8217;s just text, floating free, requiring you to do all the work of making it useful.</p><p>This is the conversation trap. AI feels productive because it responds. But response is not integration. Output is not outcome. Words on screen are not work transformed.</p><p><strong>What Software Taught Us That We Forgot</strong></p><p>Consider how you learned Excel.</p><p>You didn&#8217;t just open it and start typing. You learned what a cell is. What a formula does. How worksheets relate. Where data goes. What formats exist. How to export.</p><p>The learning curve was the integration.</p><p>By the time you were proficient, you had already designed your workflow around the tool. Excel didn&#8217;t just give you outputs. It gave you structure, constraints, and a way of thinking about data that shaped how you approached problems.</p><p>Every enterprise software does this. Salesforce teaches you to think in pipelines and stages. Figma teaches you to think in components and frames. SAP teaches you to think in transactions and workflows.</p><p>The friction was the feature. It forced you to structure your thinking before the tool would cooperate.</p><p><strong>AI Has No Friction And That&#8217;s The Problem</strong></p><p>Generative AI accepts anything. Any question. Any format. Any level of clarity. Any amount of context, or none at all.</p><p>Ask a vague question, get an answer. Ask a precise question, get an answer. Ask a contradictory question, get an answer. There is no error message. No validation. No pushback. No structure imposed.</p><p>This feels like freedom.</p><p>But freedom without structure is chaos dressed in convenience.</p><p>When software rejects your input, it&#8217;s teaching you what correct looks like. When AI accepts everything, it teaches you nothing. You never learn what good input requires because bad input works just fine.</p><p>The output just won&#8217;t be useful. But you won&#8217;t know that until later, when you try to integrate it into actual work and discover it doesn&#8217;t fit anywhere.</p><p><strong>The Framework Gap</strong></p><p>Here&#8217;s an observation that might sting.</p><p>Most people at work don&#8217;t think in frameworks.</p><p>Before starting a task, they don&#8217;t pause to ask what problem they are actually solving, what approach they will use, what their checkpoints are, how they will validate the result, or what structure serves the outcome.</p><p>They just start. They figure it out as they go. They rely on experience, intuition, and iteration.</p><p>And mostly, this works. Experienced professionals have internalized frameworks they can&#8217;t even articulate. The structure is there, but it&#8217;s implicit, encoded in years of practice.</p><p>But here&#8217;s what AI exposes. Implicit frameworks don&#8217;t transfer through conversation.</p><p>When you ask AI to write a marketing strategy, you know what you mean. You have context, history, priorities, constraints, and audience understanding. All the invisible architecture that would shape your strategy lives in your head.</p><p>AI has none of that. It has statistical patterns from training data. It will produce something that looks like a marketing strategy because it has seen millions of them.</p><p>But it won&#8217;t be your marketing strategy. It will be everyone&#8217;s marketing strategy. Average. Generic. Plausible but not correct.</p><p>The framework in your head didn&#8217;t make it into the conversation. So it didn&#8217;t make it into the output.</p><p><strong>The Probabilistic Paradox</strong></p><p>Let&#8217;s get precise about what&#8217;s happening.</p><p>Generative AI is probabilistic. Given an input, it produces statistically likely output, meaning what probably comes next based on patterns in training data.</p><p>Work outcomes are deterministic. They must meet specific requirements. Serve particular purposes. Fit exact contexts. There&#8217;s no &#8220;probably correct&#8221; in a legal contract or financial model or brand campaign.</p><p>Here&#8217;s the paradox. A probabilistic tool can only produce deterministic outcomes if the user provides deterministic constraints.</p><p>But conversational prompts are probabilistic. &#8220;Help me with this.&#8221; &#8220;What do you think about that.&#8221; &#8220;Can you write something for this purpose.&#8221;</p><p>Probabilistic input combined with a probabilistic tool produces probabilistic output. And probabilistic output doesn&#8217;t integrate into deterministic workflows.</p><p>This is why the most AI-native company on the planet, Anthropic, recently published research showing their own engineers can only fully delegate between 0 and 20% of their work to AI.</p><p>Not because the technology isn&#8217;t capable. Because most work requires structure that conversation doesn&#8217;t provide.</p><p><strong>The Deterministic Discipline</strong></p><p>So here&#8217;s the shift required.</p><p>You cannot use probabilistic tools probabilistically. You must be deterministic to make probability useful.</p><p>This means developing what I call the deterministic discipline, a structured approach to AI that compensates for everything the conversational interface lacks.</p><p>Before the conversation, you need to define the problem with precision, specify success criteria explicitly, document constraints and context, and design the output structure.</p><p>During the conversation, you need to provide complete context rather than hints, request specific formats rather than general help, validate against criteria rather than intuition, and iterate on structure rather than just content.</p><p>After the conversation, you need to verify factual accuracy against known sources, check strategic alignment against stated goals, test integration against workflow requirements, and assign clear accountability for the result.</p><p>This is more work upfront. And it&#8217;s the only approach that works.</p><p><strong>Why This Is Actually Good News</strong></p><p>If you&#8217;ve made it this far, you might feel like I&#8217;ve just made AI harder to use. Good. Because the easy path wasn&#8217;t working anyway. </p><p>What I&#8217;ve actually shown you is where the real problem lives, and it&#8217;s a problem you can solve.</p><p>The organizations struggling with AI are struggling because they&#8217;re approaching it as a shortcut, a way to skip the thinking. But AI doesn&#8217;t skip the thinking. It just makes the absence of thinking more visible.</p><p>Before AI, unclear thinking produced mediocre human output. You might not notice. The work got done. It was fine.</p><p>With AI, unclear thinking produces confident-sounding nonsense at scale. You definitely notice. The work looks done. It&#8217;s not fine at all.</p><p>AI is a mirror for organizational clarity.</p><p>Organizations that can&#8217;t define their problems precisely will get useless AI outputs. Organizations that don&#8217;t know what good looks like can&#8217;t validate what AI produces. Organizations without clear workflows won&#8217;t know where AI outputs belong.</p><p>This isn&#8217;t a technology problem. It&#8217;s a thinking problem. And thinking problems can be solved.</p><p>And the question isn&#8217;t whether your team can use AI. They already can. The interface is natural, spontaneous, and non-technical.</p><p>The question is whether your organization can think clearly enough to make AI useful.</p><p>Not conversationally, but structurally.</p><p>Not probably, but precisely.</p><p>Not casually, but deliberately.</p><p>The future of AI at work isn&#8217;t about learning to talk to machines.</p><p>It&#8217;s about remembering how to think.<br></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><p></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;7350444d-b17d-46f2-bf6d-a7fe363c5ada&quot;,&quot;caption&quot;:&quot;In the creative industry, there's a persistent myth that true creativity emerges from unconstrained thinking &#8211; that structure inherently limits innovation and expression. Many designers and creative executives pride themselves on \&quot;thinking outside the box,\&quot; yet ironically, this approach often leads to inconsistent results, missed opportunities, and inef&#8230;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;Why Framework Thinking is Essential for Creative Professionals&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null},{&quot;id&quot;:277325602,&quot;name&quot;:&quot;Krystal Liau&quot;,&quot;bio&quot;:&quot;Designer turned marketer turned educator, Krystal Liau explores how design is evolving in the AI era and what we need to do to get it right.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/cc89809b-1d52-4821-8ff4-b8650608aba5_400x400.webp&quot;,&quot;is_guest&quot;:true,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-04-07T00:00:47.226Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!D-ZC!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9a274ae6-5230-4d7d-bade-f6db0f94f526_5000x3337.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/why-framework-thinking-is-essential&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:160117126,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Wise Coding]]></title><description><![CDATA[Vibe coding makes engineers wiser.]]></description><link>https://read.how.sg/p/wise-coding</link><guid isPermaLink="false">https://read.how.sg/p/wise-coding</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 01 Dec 2025 00:00:54 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!4hCi!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Vibe coding makes engineers wiser.</p><p>As someone who has built systems from user interface to backend database across decades of technology shifts, who was testing early JavaScript on Netscape Navigator when most developers dismissed it as a toy, I can confirm that AI has genuinely changed how I work.</p><p>Every few years, a new technology promises to democratize coding. Make it accessible to everyone. No code. Eliminate the need for programmers. The tools change. The promise doesn&#8217;t. And the reality never quite matches the headline.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!4hCi!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!4hCi!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 424w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 848w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!4hCi!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg" width="1000" height="563" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:563,&quot;width&quot;:1000,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:310641,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.how.sg/i/180180748?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!4hCi!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 424w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 848w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!4hCi!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Feacfc4c7-f50d-401b-80d3-12ec16f2540e_1000x563.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>But this time is different. AI is a genuine breakthrough.</p><p>I felt this once before, watching JavaScript transform from a browser curiosity into the language that would reshape the entire web. That same recognition hit me when I first used AI for development. This is real. This changes things.</p><p>What concerns me isn&#8217;t the technology. It&#8217;s the narrative wrapped around it.</p><p>Media frames AI as a race. Humans versus machines, programmers fighting for survival, jobs on the line. This framing misses the point entirely. The breakthrough isn&#8217;t that AI replaces what engineers do. The breakthrough is that AI amplifies it.</p><p>The future I see isn&#8217;t about survival. It&#8217;s about value augmentation. Human use genuinely clever technology to create more than we could before. That&#8217;s the opportunity. That&#8217;s what makes this moment matter.</p><p>Some people vibe code for experiment, for prototyping. I vibe code for serious applications.</p><p>The difference isn&#8217;t the tool. It&#8217;s what you bring to it.</p><p>This is what I actually do when I &#8220;vibe code&#8221;:</p><p>I design my workflow. I design my database schema: table by table, column by column, key by key. I think through input-process-output logic before I write a single prompt. I make architectural decisions about microservices versus monolith. Then I use AI to generate the syntax faster.</p><p>The thinking didn&#8217;t change. The sequence didn&#8217;t change. The knowledge didn&#8217;t become optional either.</p><p>What changed is I type less and decide more.</p><p>That&#8217;s what makes engineers wiser. It&#8217;s not what the headlines are selling.</p><p><strong>The Alarm Industry</strong></p><p>A recent news headline claimed that vibe coding &#8220;allows amateur programmers to create custom software applications.&#8221; The framing suggests anyone can now build applications by describing what they want.</p><p>This sells newspapers only, not truth.</p><p>Media benefits from creating an alarming clickbait &#8220;AI replaces programmers&#8221; generate clicks, &#8220;Anyone can build apps now&#8221; drives engagement.  Narratives like these demand a race where someone must lose.</p><p>But this isn&#8217;t what AI companies actually say. Anthropic, OpenAI, Google, they all position these tools as assistance, not replacement. Human-in-the-loop. Augmentation. Collaboration.</p><p>The alarm is a media construction. And it&#8217;s distorting how organizations think about AI adoption.</p><p><strong>The Wrong Question</strong></p><p>The alarming narrative asks: Will programmers survive?</p><p>Wrong question. It fixates on scarcity&#8212;who wins, who loses, who gets replaced.</p><p>The right question: How do we use clever technology to create more value?</p><p>AI is clever. No argument. But cleverness without direction produces noise, not outcomes. The value isn&#8217;t in the tool&#8217;s capability. It&#8217;s in knowing what to build and why.</p><p><strong>Prompt-to-Interface Is Not Prompt-to-App</strong></p><p>Here&#8217;s what vibe coding delivers well: interfaces.</p><p>Describe a product catalog, a checkout flow, a dashboard&#8212;AI generates it quickly. The screens look real. The buttons look clickable. The demo impresses.</p><p>This is prompt-to-interface. It&#8217;s valuable for prototyping, for communicating ideas, for testing concepts before committing resources. Designers, product managers, business analysts, professionals who think visually can now render their thinking faster than ever.</p><p>But an application isn&#8217;t an interface.</p><p>Consider e-commerce. Customers see a beautiful product catalog and a smooth checkout button. What makes the business work is everything invisible: inventory sync across warehouses, shipping carrier integrations, payment reconciliation, return authorization workflows, fraud detection, tax calculations by jurisdiction, fulfillment status updates.</p><p>The checkout button is the tip of the iceberg. The fulfillment workflow is the business.</p><p>Even a chatbot isn&#8217;t simple.</p><p>Building a ChatGPT wrapper takes an afternoon. Building a production chatbot is a different matter entirely: chat thread management, content accuracy validation, AI hallucination detection, rule-based guardrails, context window optimization, fallback handling when the model fails. The wrapper is the demo. The invisible architecture is the product.</p><p>The pattern repeats everywhere. What looks simple on screen hides layers of technical decisions that determine whether software works reliably or embarrasses you in production.</p><p>Prompt-to-interface gives you the tip. It doesn&#8217;t give you the mass below the waterline where all the logic, integrations, data IO, error handling, manage repositories, and business rules that make software actually function.</p><p><strong>The Thousand-Prompt Reality</strong></p><p>Can AI generate that deeper complexity?</p><p>In my experience, achieving working input-process-output logic requires not a few prompts but hundreds. Sometimes thousands. Edge cases surface. Integrations break. Architecture needs rethinking. Debugging consumes hours.</p><p>At that point, you&#8217;re not vibe coding. You&#8217;re doing full-scale development&#8212;just with a different interface. The effort isn&#8217;t eliminated. It&#8217;s redistributed.</p><p>And here&#8217;s the critical difference: with technical foundation, those thousand prompts move you forward systematically. Without it, you&#8217;re circling, trying variations, hoping something works, unable to diagnose why it doesn&#8217;t.</p><p>Prototyping and production require different knowledge, different processes, different expectations. Both are legitimate. Conflating them is where organizations get hurt.</p><p><strong>The Myth of One-Size-Fits-All</strong></p><p>AI-assisted coding reduces syntax obstacles. That&#8217;s real value.</p><p>But syntax is one layer. Application development spans many: backend architecture, database design, security, performance tuning, integration. Each is a distinct stream of knowledge. Years of learning. Hard-won pattern recognition. Judgment built from failure.</p><p>The promise that one AI tool handles all of this? Overselling.</p><p>Perhaps the future looks different. AI agents specialized by domain: one for database design, one for security review, one for performance optimization. Human developers visualize logic on a holistic dashboard, drag and drop to connect the dots. It&#8217;s plausible. The technology trends point there.</p><p>But even then, the operator needs to understand what those agents do. Which agent to invoke when. How to evaluate their output. When to override their recommendations.</p><p>The dashboard doesn&#8217;t eliminate technical knowledge. It assumes it.</p><p>Tools get more powerful. The need for technical judgment doesn&#8217;t disappear, it only moves higher.</p><p><strong>Wise Coding</strong></p><p>The real opportunity isn&#8217;t about survival. It&#8217;s about leverage.</p><p>Engineers who understand system design, data relationships, and workflow architecture create more value with AI than without it. Not because they type faster, because they focus on decisions that matter while AI handles the tedious parts. This is value augmentation. AI amplifies what you know. It doesn&#8217;t substitute for what you lack.</p><p>The marketing professional using AI to prototype an interface isn&#8217;t becoming a programmer. They&#8217;re gaining a communication tool for an effective way to visualize ideas and share concepts with technical teams. That&#8217;s valuable. It&#8217;s simply not &#8220;building custom software applications.&#8221;</p><p>The distinction matters. When organizations confuse prototyping with production, they ship facades that collapse under real use. When they expect prompt-to-app magic, they set projects up for failure.</p><p>The question isn&#8217;t whether AI is clever. It is.</p><p>The question is whether you&#8217;re wise enough to use clever technology for value creation, not alarm, not hype, not the fantasy that complexity disappears because the interface looks easy.</p><p>Vibe coding makes engineers wiser because it frees them to focus on what they&#8217;ve always been paid to do: think through problems, design solutions, make architectural decisions that determine whether software works or fails.</p><p>For everyone else, AI offers different value: prototyping, exploration, communication, acceleration within your actual domain of expertise.</p><p>The value is real. But it&#8217;s not the same value.</p><p>That&#8217;s wise coding. Knowing the difference.<br></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;41a123e9-bf13-4cfa-98b1-6db2f01c1a71&quot;,&quot;caption&quot;:&quot;Thirty years ago, when I first started coding, the relationship between programmer and machine was refreshingly straightforward. You wrote instructions, the computer followed them. End of story. Today? Well, let's just say my coding co-pilot has developed quite the personality&#8212;and recently caught me using what it called my \&quot;narrative cheat codes.\&quot;&quot;,&quot;cta&quot;:&quot;Read full story&quot;,&quot;showBylines&quot;:true,&quot;size&quot;:&quot;sm&quot;,&quot;isEditorNode&quot;:true,&quot;title&quot;:&quot;The Day My Code Became Smarter Than Me (Or At Least More Self-Aware)&quot;,&quot;publishedBylines&quot;:[{&quot;id&quot;:26930728,&quot;name&quot;:&quot;HOW&quot;,&quot;bio&quot;:&quot;HOW is an AI skill publication delivering curated insights through research-backed content and field experience. Subscribe to gain the knowledge you need to thrive in AI.&quot;,&quot;photo_url&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/eed0b259-bf62-4459-b2dc-b2b5cda84418_1563x1563.png&quot;,&quot;is_guest&quot;:false,&quot;bestseller_tier&quot;:null},{&quot;id&quot;:277322156,&quot;name&quot;:&quot;Eddie Choi&quot;,&quot;bio&quot;:&quot;Software developer, digital marketer, and educator based between Hong Kong and Singapore, Eddie bridges the gap between technology and learning.&quot;,&quot;photo_url&quot;:&quot;https://substackcdn.com/image/fetch/f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fca678bb7-ad64-4931-b896-ce2b88ecfded_1280x720.jpeg&quot;,&quot;is_guest&quot;:true,&quot;bestseller_tier&quot;:null}],&quot;post_date&quot;:&quot;2025-06-09T00:00:58.900Z&quot;,&quot;cover_image&quot;:&quot;https://substackcdn.com/image/fetch/$s_!ShzD!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb042ea4d-10ff-452d-b722-70c63997e7b9_1000x667.jpeg&quot;,&quot;cover_image_alt&quot;:null,&quot;canonical_url&quot;:&quot;https://www.how.sg/p/the-day-my-code-became-smarter-than&quot;,&quot;section_name&quot;:null,&quot;video_upload_id&quot;:null,&quot;id&quot;:165447687,&quot;type&quot;:&quot;newsletter&quot;,&quot;reaction_count&quot;:0,&quot;comment_count&quot;:0,&quot;publication_id&quot;:3166200,&quot;publication_name&quot;:&quot;HOW - Everything About AI Literacy&quot;,&quot;publication_logo_url&quot;:&quot;&quot;,&quot;belowTheFold&quot;:true,&quot;youtube_url&quot;:null,&quot;show_links&quot;:null,&quot;feed_url&quot;:null}"></div>]]></content:encoded></item><item><title><![CDATA[Powered by Human]]></title><description><![CDATA[Elon Musk envisions a future where universal basic income supports society after AI handles most production tasks.]]></description><link>https://read.how.sg/p/powered-by-human</link><guid isPermaLink="false">https://read.how.sg/p/powered-by-human</guid><dc:creator><![CDATA[HOW]]></dc:creator><pubDate>Mon, 24 Nov 2025 00:00:55 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!3lu7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>Elon Musk envisions a future where universal basic income supports society after AI handles most production tasks. It&#8217;s an interesting thought experiment, one that raises questions similar to those in the communist manifesto about what happens when technology fundamentally changes the means of production.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!3lu7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!3lu7!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!3lu7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg" width="1000" height="667" 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srcset="https://substackcdn.com/image/fetch/$s_!3lu7!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 424w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 848w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!3lu7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7732484a-7b83-42d8-adfe-c79fd6624678_1000x667.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image"><svg role="img" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg"><g><title></title><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>But here&#8217;s what Musk&#8217;s vision misses: In a world where AI can generate infinite outputs instantly, human service doesn&#8217;t become obsolete. It becomes premium. Not because humans are scarce, but because human expertise can be objectively better when properly augmented by AI.</p><p>With AI now an inseparable part of our society, we&#8217;re at an inflection point where professionals using the exact same AI tools are heading in completely different economic directions.</p><p><strong>Path 1: The Commoditized Professional</strong></p><ul><li><p>Uses AI to work faster</p></li><li><p>Delivers more outputs in less time</p></li><li><p>But the outputs aren&#8217;t more valuable</p></li><li><p>Result: Competes on speed and price with AI-only alternatives, inevitably loses</p></li></ul><p><strong>Path 2: The Premium Professional</strong></p><ul><li><p>Uses AI to work differently</p></li><li><p>Delivers outcomes AI alone cannot</p></li><li><p>Each output is more valuable because it&#8217;s contextualized, verified, strategically sound</p></li><li><p>Result: Commands premium pricing because outcomes are objectively superior</p></li></ul><p>Same technology. Different practices. Completely different economic futures.</p><p><strong>What &#8220;Augmented Value&#8221; Actually Means</strong></p><p>Let&#8217;s be specific. AI augmentation isn&#8217;t a vague concept. It has concrete characteristics that separate premium service from commodity work.</p><p>The Three Levels of AI Usage:</p><ol><li><p><strong>Substitution</strong> is the most basic level, where you use AI instead of doing work yourself. It creates faster execution, but this is commodity pricing. Anyone can replace manual effort with AI, so there&#8217;s no premium in speed alone.</p></li><li><p><strong>Enhancement</strong> means using AI to improve your existing work, producing better versions of the same output. This creates incremental value that might command slightly higher prices. You&#8217;re marginally better and marginally more valuable, but the difference isn&#8217;t transformative.</p></li><li><p><strong>Augmentation</strong> is using AI to accomplish what you couldn&#8217;t do before, creating entirely new categories of value. This is premium service because you&#8217;re solving problems AI alone cannot. You&#8217;re not just faster or slightly better. You&#8217;re delivering outcomes that weren&#8217;t previously possible.</p></li></ol><p><strong>Think about these two scenarios:</strong></p><p>Consider two marketing consultants, both using the same AI tools, serving similar clients.</p><ul><li><p><strong>The Commodity Approach:</strong> The first consultant uses AI to generate five campaign concepts in minutes. She picks the one that looks most polished and presents it to the client. Her pitch: &#8220;Look how fast I delivered this.&#8221; The client thinks: &#8220;I could have done this myself with ChatGPT.&#8221;</p></li><li><p><strong>The Premium Approach:</strong> The second consultant uses AI to generate five campaign concepts in minutes. She presents these five concepts as examples of what competitors are likely doing. &#8220;These are very likely what your competitors are producing using ChatGPT. We can do better than that.&#8221; Then she works with the client to analyze the AI proposals, examining what can be reimagined, what can be enhanced, and what they can develop to stand out from the AI-generated ideas. The result is a truly unique campaign that competitors can&#8217;t replicate by simply prompting AI.</p></li></ul><p>The first consultant is competing on speed. The second is delivering judgment. One commands commodity rates. The other commands premiums. The difference isn&#8217;t the AI tool. It&#8217;s the practice of using that tool to augment expertise rather than replace effort.</p><p><strong>The Practice Gap Most Professionals Haven&#8217;t Crossed</strong></p><p>Most people think using AI means typing prompts and delivering outputs. That&#8217;s substitution, not augmentation.</p><p>In a world where AI can generate infinite marketing campaigns, business strategies, designs, and analyses at near-zero cost, what makes human service worth a premium? Definitely not scarcity. Humans use AI to achieve superior outcomes.</p><p>Premium human service in the AI age delivers three things AI alone cannot:</p><ol><li><p><strong>Contextual Judgment.</strong> AI generates options based on patterns. Humans determine which options actually work in this specific situation, with these specific constraints, for this specific goal. A recommendation that works for most companies might be disastrous for yours. Human expertise makes that distinction.</p></li><li><p><strong>Strategic Meaning.</strong> AI processes information and identifies correlations. Humans determine what that information actually means for your business, why it matters, and what you should do about it. The difference between data and insight is human interpretation.</p></li><li><p><strong>Guaranteed Outcomes.</strong> AI provides outputs with statistical confidence. Humans provide guarantees backed by reputation: &#8220;This will work because I&#8217;ve seen this pattern before, I understand your constraints, and I&#8217;m staking my professional credibility on this recommendation.&#8221;</p></li></ol><p>These aren&#8217;t luxuries. They&#8217;re fundamentally different categories of value that command premium pricing because they deliver measurably better results.</p><p><strong>The Market Is Separating Right Now</strong></p><p>Here&#8217;s what&#8217;s happening across industries today:</p><p>The low-cost incentive will inevitably disrupt the market as we are experiencing now. Marketing agencies that use AI to produce more campaigns faster are competing on price. Consultants who use AI to generate faster analysis reports are being compared to AI-only tools. Designers who use AI to create more design variations are commoditizing their output.</p><p>When mass production reaches commoditization, demand for premium output arises. Marketing agencies that use AI to produce campaigns that actually work for specific client contexts are commanding premiums. Consultants who use AI to generate insights they couldn&#8217;t before, and explain why those insights matter specifically for this client, are raising their rates. Designers who use AI to explore possibility spaces and then apply aesthetic and strategic judgment to select what will actually resonate with specific audiences are positioning themselves as premium services.</p><p>The dividing line isn&#8217;t the technology. Everyone has access to the same AI tools. The dividing line is the practice of using those tools to augment value rather than just automate tasks.</p><p><strong>The Premium Human Future</strong></p><p>Humans who know how to augment AI output will command premium returns. This isn&#8217;t in conflict with the utopian vision of universal basic income freeing society from poverty and inequality. Both can coexist.</p><p>Universal income may provide the foundation, ensuring basic security for all. But humans who know how to use AI to produce new value remain precious. There is no conflict between equality of income and recognition of intelligence. Humans will be rewarded for practicing AI to improve the world.</p><p>Good humans deserve to be praised as premium, not universal. The premium service pledge of tomorrow is powered by human expertise that knows how to make AI outputs genuinely valuable. That expertise, that practice, that judgment will always command recognition beyond the baseline.</p><p>We&#8217;re already seeing this distinction emerge. A prominent television creator recently felt compelled to add a disclaimer to their new show: &#8220;Made by humans.&#8221; It&#8217;s telling that in 2025, this has become a badge of honor, a signal of quality worth declaring. But the real insight isn&#8217;t that human-made content exists. It&#8217;s that &#8220;Made by humans&#8221; increasingly means something specific: made by humans who know how to use AI to discover new potentials, improve economic value, and create what couldn&#8217;t exist before.</p><p>The future belongs to those who understand that &#8220;Made by humans&#8221; isn&#8217;t about rejecting AI. It&#8217;s about mastering it. The premium isn&#8217;t in avoiding the tools. It&#8217;s in knowing how to use them to create value that stands apart.</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share&quot;,&quot;text&quot;:&quot;Share HOW - Everything About AI Literacy&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.how.sg/?utm_source=substack&amp;utm_medium=email&amp;utm_content=share&amp;action=share"><span>Share HOW - Everything About AI Literacy</span></a></p><div class="digest-post-embed" data-attrs="{&quot;nodeId&quot;:&quot;f54d9c34-9675-4296-a19b-640adf433c94&quot;,&quot;caption&quot;:&quot;In the last two weeks alone, I read news of 100,000 jobs eliminated. Not over quarters or fiscal years. Two weeks. This isn&#8217;t a projection or forecast. 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