AI era skills: Why cultivating agency matters more than job titles | Max Schoening (Notion)
Key insights
Books referenced
- Code: The Hidden Language of Computer Hardware and Software - Charles Petzold - Recommended in the lightning round as a book that explains how computers actually work, which Max says surprisingly few professional programmers understand.
- Tools for Conviviality - Ivan Illich - Recommended for its contrast between tools that let users exercise ingenuity and autonomy versus industrial-scale tools that erode human autonomy.
- Seeing Like a State - James C. Scott - Recommended for executives who build systems; about how designing for legibility can neglect the reality of a system on the ground.
- The Timeless Way of Building - Christopher Alexander - Cited alongside 'How Buildings Learn' on the idea that the best homes are not designed by an architect but adapt over time to how people actually live.
- How Buildings Learn - Stewart Brand - Cited on the same theme of buildings and software both improving through long, adaptive iteration rather than upfront design.
- Project Hail Mary - Andy Weir - Named as a favorite recent read/adaptation; Max says it makes him excited about a future where Notion-like tools could organize small crews exploring space.
Media referenced
- Stop Drawing Dead Fish - other - A Bret Victor talk that inspired Notion's early chat-prototyping playground; the idea that a static Figma mockup of a chat interface is like a 'dead fish' next to the real, feeling thing.
- The Handmaid's Tale - show - Max says the show becomes much heavier if you mentally swap 'God' for 'AI' and 'ice' for 'AI' in its plot.
- Dieter Rams walking-stick video - other - A video pinned to Max's Twitter profile of Dieter Rams criticizing over-designed chairs; Max cites it as the reference point for his 'useful before beautiful' design philosophy.
- How I AI - podcast - Lenny's sister podcast, mentioned as the place to hear more from Notion's Brian Levin.
- TBPN - podcast - Cited as an example of a deliberately small, high-leverage audience (thousands of listeners among tech power players) built into a large acquisition outcome.
Companies
- Notion - Max's employer, where he is Head of Product; central subject of the malleable-software and agent-context discussion.
- GitHub - Max led design there under Nat Friedman; used as the example of a product whose 'tiny core' was the pull request.
- Heroku - Max ran the design team there; 'git push heroku master' cited as its one-line tiny core.
- Anthropic - Cited as the example of a company that started behind OpenAI and won by repeating a winning formula twice (Claude, then Claude Code).
- Ink & Switch - Research lab where Max collaborates with Jeffrey Litt on making software more malleable without losing real-time collaboration and security.
- Dropbox - Cited for its tiny-core menu-bar sync icon that was reliable enough to double as an internet-connectivity indicator.
- WorkOS - Season sponsor; provides SSO, SCIM, RBAC, and audit-log APIs for B2B SaaS enterprise readiness.
- Vanta - Season sponsor; automates compliance across 35+ security and privacy frameworks including SOC 2, ISO 27001, and HIPAA.
Techniques and frameworks
- Malleable software - Max's core thesis: software should bend to the interests of the people using it rather than the company that built it, the way a home gets rearranged to fit its owner.
- Obviously good bar - Notion's internal ship criterion: a feature should be undeniably good on first sight (like the first ChatGPT), not merely shipped.
- Incremental correctness - A Notion value describing disciplined, iterative shipping rather than isolating in a cave until something feels perfect.
- Taste as a virtual machine - Max's model of taste: the ability to simulate, in your head, how a specific in-group will react to an idea, refined the same way a model is trained, through reps and feedback.
- Jobs to be done - Max's practical use of the framework: force yourself to ask honestly what the user is hiring the product for, versus what the team wants the user to want.
Summary
Max Schoening, Head of Product at Notion and a two-time founder with stints leading design and product at GitHub and Heroku, joins Lenny to argue that the scarce resource in the AI era is not skill but agency. His central claim: AI has quietly removed most people's excuse of "I can't do this because I lack the skill," which means the real differentiator becomes whether someone treats their environment as something they can reshape. He roots this in a version of the Steve Jobs line about realizing the world was built by people no smarter than you, and in his own practice of "driving Notion like it's stolen" even though he wasn't a founder there.
Much of the conversation traces how this plays out concretely at Notion. Max describes the origin of the company's now-famous "designers ship code" culture as a narrow prototyping hack: two designers built a deliberately minimal, LLM-friendly playground codebase for chat-interface prototyping (inspired by Bret Victor's "Stop Drawing Dead Fish"), not a company-wide mandate. He is explicit that he doesn't care whether designer-written code ever reaches production; the value is in forcing people to think in the real medium software is made of. This connects to his broader thesis of "malleable software," the idea that software should bend to the interests of the people using it rather than the interests of the company that built it, much like a house that a family gradually reshapes to fit their life rather than one dictated entirely by an architect.
On what actually makes products succeed, Max returns repeatedly to the idea that every great product has one small, exceptionally good core, GitHub's pull request, Heroku's single-line deploy command, Dropbox's reliable menu-bar sync icon, Notion's blocks and slash commands, and that piling on features to a mediocre core never works. He shares his own cautionary tale: a 2014 Notion-adjacent startup that lost out to Notion itself partly because his team polished document editing (markdown folding, block selection) while Notion's much rougher early editor won anyway, because their core concept was right and his wasn't. Taste, in his framing, is not innate; it's the ability to run a mental "virtual machine" that predicts how a specific in-group will react to an idea, and it's built through the same iterate-with-feedback loop that trains a model, which is why he's skeptical of the "taste is the last human advantage" narrative.
The episode also covers token economics and where AI's impact concentrates. Max says Notion currently treats token spend as effectively unlimited by design, not tracking it closely because doing so during an exploration phase would be optimizing for the wrong thing, while predicting that most companies will start asking hard ROI questions about AI spend within six to twelve months. He pushes back on the idea that AI is transforming domains like marketing or writing directly; instead he thinks non-coding progress is overstated and that the real mechanism is software eating the world faster, as the falling cost of writing code lets every other domain (HR, ops, sales) absorb more of its own software-writing capability.
The conversation closes with rapid-fire segments covering contrarian and failure "corners," and a lightning round. Notable threads include Max's argument that deliberate exclusivity (building for a small, high-leverage group rather than trying to please everyone) can be a winning strategy, his half-joking claim that knowledge work already functions as a form of universal basic income, and book recommendations spanning "Code" by Charles Petzold, "Tools for Conviviality" by Ivan Illich, and "Seeing Like a State," all centered on the same throughline: understanding the real material and real system you're working with, rather than the legible abstraction of it.
Notable Quotes
"I don't think agency is very evenly distributed in the world. And I think people who have true agency and they understand that the world around them is malleable will do great." - Max Schoening
"All the great products have something tiny that is a superpower. One tiny core that is so exceptionally good... One of the biggest pitfalls is if you get into the loop of, if I just add one more thing to the product, it'll be finally great. That never works." - Max Schoening
"Malleable software is the idea that software works closer to the interest of the people that use it than the interest of the corporation that makes it." - Max Schoening
"I think there's a real danger in sort of making the token spend the metric to boast about, which is the same as when people boast about how many lines of code they've written in a day." - Max Schoening
"You just have to do reps. It's almost like training a model... it seems very much how we train models too." - Max Schoening, on how taste is built