Currently reading
Books, articles, blogs and studies–anything I'm finding interesting
There's a lot going on in my industry at the moment. Reading what others are thinking and experiencing is a great way to both create and avoid panic. Mostly the latter.
- blog Why Smart People Can't Agree on Whether AI Is a Revolution or a Toy
Experience shapes perception far more than evidence.
- blog Reality has a surprising amount of detail
It takes an entire lifetime to learn all the subtle details of any particular profession. That should humble anyone.
- essay The Displacement of Purpose
"The measure of education will no longer be the accumulation of facts, but the refinement of awareness: how clearly one perceives, how deeply one listens, how responsibly one acts."
- blog Doing the Thing is Doing the Thing
- collection Websafe2k16
216-character memories and recollections from the early internet.
- blog Gas Town
"But it is a collective progress, of distributed bets. Most of our work will be waste—random mutations fed into the evolutionary maw."
- blog Not with a Bang but a Wanker
I've been a bit obsessed with the idea of friction, and the folly of trying to remove every last trace of it.
- treatise Designing Friction
"[The] complete removal of friction means standing still. A completely predictable future is no future, but a continuous present."
- blog On Coding Agents and the Future of Design
"An agentic future elevates design into pure strategy, which is what the best designers have wanted all along."
- novel Coming Up For Air
The predecessor to 1984 and some of the best writing on the vague, all-encompassing feelings of childhood memories.
- essay Rising Tide Rents and Robber Baron Rents
"Attention allocation was outsourced to the machines. Algorithms for search, recommendations, social media feeds, entertainment, and news became the foundation of an enormous new economy."
- blog Is AI Really Eating the World? [Part 2]
Major figures in the AI world are less bullish on LLMs being the best path forward.
- blog To Be a Leader of Systems
The poetry of leadership.
- blog It's Hard to Feel the AGI
Thought leaders in the field are questioning whether current LLMs can ever get us there.
- blog When Machines Pay Machines: The Economics of Agentic AI
Microtransactions conducted entirely between agents.
- essay The Shape of Artificial Intelligence
Artificial General Cleverness, blobs vs stars, and the vast differences between species in what constitutes intelligence.
- blog Why Cowork can't work
"...it is not collaborative work. It is confederated work."
- essay It’s hard to justify Tahoe icons
Some always-satisfying Tahoe UI hate.
- essay Holes in the Web
The dangers of knowledge homogeneity which AI makes worse; the loss of local wisdom honed over centuries and generations.
- blog AI's Dial-Up Era
The predictably unpredictable future.
- essay Balance of Power
either you grow with us, and share access to your secret sauce and your network on a reasonable schedule, or you grow entirely alone, and we shut you out.
- blog Mobile to Models and Leading Design with Craft
When the material evolves, leadership is called to action again.
- blog Make it better
You can't use magic to build something that feels like magic.
- essay The Enshittification Crisis
"What appears to be happening is simple: large financial institutions are issuing debt without doing the necessary due diligence or considering the future financial health of the companies involved."
- blog The Monks in the Casino
Young men are fueling "casino capitalism".
- essay The Revolution of Rising Expectations
- blog 26 Useful Concepts for 2026
- blog What AI is really for
Best case: we’re in a bubble. Worst case: the people profiting most know exactly what they’re doing.
- blog Durables
On building for permanence in an age of obsolescence
- blog Pure Heroin
"Or to just hope—to hope that we’re handing the world over to something that will save us, and not to a drug dealer that’s a trillion dollars in debt."
- blog Full Stack Person
LLMs can generate thousands of idea variations, but it can’t tell you which one is right for every scenario.
- blog Cyborgs vs rooms
Two visions for the future of computing
- blog The Benefits of Bubbles
Hysterical FOMO fuels huge leaps in innovation
- essay Android Dreams
"As new intelligence grows, it would actually know how to want better than us"
- blog Producer theory
"...and the enterprise agentic workforce is a blurry JPEG of two Google Docs."
- blog ChatGPT's Atlas: The Browser That's Anti-Web
Mining you for data while you train their agents.
- essay Cartography of generative AI
The many, costly hidden layers.
- essay We’ve all bought into technosolutionism, but we can opt out
Tech is offering poor solutions to the problems it helped create.
- blog A Brief History of Domains
Four decades ago, the first domain was registered and the initial batch of top-level domains came to be.
- talk Beyond the Machine
Spirited Away as an allegory for AI.
- blog The inevitability of anger
- blog choosing friction
“The friction that the political project of AI promises to remove is, by and large, the same friction that authoritarianism promises to remove: other people.”
- blog AI and Home-Cooked Software
Millions of non-developers are crafting their own super-niche software
- story The Kremlin put her on trial. She stole the show.
The return of Stalinist-style show trials in Russia.
- essay We Will Not Trust Autonomous AI Agents Anytime Soon
To trust autonomous agents, we need alignment and care. We're not close.
- blog The Majority AI View
Most people that work in AI say we should just treat it like any other technology.
- blog The Last Programmers
Time to move up the skill chain.
- essay We must build AI for people; not to be a person
We need to reject the coming claims that LLMs are conscious.
- essay AI will not make you rich
What can we learn by comparing shipping containerization to AI? Quite a bit it seems.
- blog The 28 AI tools I wish existed
- blog Why Taste Matters More
In a world where AI can replicate knowledge and experience can be hired, taste is what actually sets you apart.
- essay The Last Days Of Social Media
A civic-minded re-wilding of the web.
- blog AI as teleportation
What does technology inadvertently force us to leave behind?
- blog Boring is good
as the hype cycle winds down, boring (but good) wins out
- blog We Are Still the Web
perhaps we can still return to the beautiful independence of the early aughts
- blog Maybe it wasn’t the tech after all
Tech gets the headlines, org change gets the results
- study The Case Against Social Media is Stronger Than You Think
A tiny minority of online extremists are making our politics worse in every way
- blog We accidentally built the wrong internet
but there's finally a better way
- blog The machine in the garden
Substack is encroaching on what was a once a respectably literate walled garden.
- blog My AI Predictions for 2027
"We were hoping to get one super-genius, but we ended up with 10,000 morons stapled together."
- essay A Treatise on AI Chatbots Undermining the Enlightenment
Current models expect us to make up for their shortcomings
- blog Tyranny of Optionality
The absense of commitment makes satisfaction impossible
- blog God created men; Sam Altman made them equal
Pessimism is a luxury we can no longer afford
- blog The Hype is the Product
Not just for startups anymore
- novel The Jungle by Upton Sinclair
How incredibly lucky we are to be living in the modern era
- blog Why I'm Giving Up My Design Title
The secret of change is to focus all of your energy not on fighting the old, but on building the new
- podcast Memorial Day, 2020 | Part 1
The human folly of fixation
- blog Content for fun vs. content for purpose
Utilitarian vs experiential content. Or: transactional vs enjoyment; head vs heart
- study New Theory Suggests Chatbots Can Understand Text
Far from being "stochastic parrots"?
- blog The tech bros are making themselves sick
- blog Everyone is Crazy Now
Attention is no longer a bridge to power; it is the power
- blog The Perils of Audience Capture
and the man who ate himself
- blog AI is eating the internet
An exploration of the Internet to come
- series We Live Like Royalty and Don't Know It
We have debts, but they are the debts of kings
- blog LLM Daydreaming
Should we direct LLMs to daydream to provoke novel insights?
- blog The AI Replaces Services Myth
The ai market cap is much lower than VC's would have you believe
- story When ChatGPT Broke an Entire Field: An Oral History
"In a day, a lot of the problems that a large percentage of researchers were working on — they just disappeared."
- blog Reflections on OpenAI
From an insider that launched Codex.
- blog I deleted my second brain
Maybe I don't need all these lists...
- blog The AI lifestyle subsidy is going to end
Ads coming soon to a chatbot near you.
- blog Machines of Faithful Obedience
- novel Martin Dressler by Steven Millhauser
The insatiable appetite of an American Dream.
- blog AI's Wedge in Software
AI sucks left of code: discovery, long-term strategy, planning. For now at least.
- novel Spanish Fly by Will Ferguson
Con man coming-of-age story set in the great depression. The intricate descriptions of the cons has led to a lot of reflection on the times I've been had.
- blog I Think I'm Done Thinking About genAI For Now
- study How Not To Lose Your Job To AI
- blog The Copilot Delusion
- blog My AI Skeptic Friends Are All Nuts
- blog The Software Engineering Identity Crisis