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"The vague contour of Jay Gatsby had filled out to the substantiality of a man."

This most fundamental problem of human life is so easy to overlook because our entire lives are made of the coping strat…

This is a crazy thing to notice after having been alive so many years — that your existence itself is so much to bear. T…

This is the strange condition of the human being. It’s allergic to its natural habitat, which is the present moment. In…

We simply need to look at reality and think logically and precisely about what we see. The key ingredient is to have the…

... People trying to understand what makes their world tick so that they can make it better. As they think logically and…

Science is simply the method we use to try and postulate a minimum set of assumptions that can explain, through a straig…

As Rilke says, there are no classes for beginners in life, the most difficult thing is always asked of one right away.

Objects have their shape and weight, their color, and beyond this a dimension for which there is no scale, their importa…

Solitude. One knows instinctively it has benefits that must be more deeply satisfying than those of other conditions, bu…

Some thoughts a few chapters in: - the prose is so lyrical. there is no connective tissue, it's all jump cuts. no establ…

Do you know the word otium in Latin, meaning, “doing nothing”? The Roman people were all laid back. In all the pictures,…

“a theory of good judgment”: self-critical thinkers are better at figuring out the contradictory dynamics of evolving si…

"Go work in an industry where the founders of that industry are still working"

"what do you do when you’ve captured your objective, only to find it abandoned and bad weather on the way" Napoleon in…

“The test of a good theory lies in its ability to explain the past, for only if it does can we trust what it may tell us…

“But Xerxes failed to establish a proper relationship between his ends and his means. Because ends exist only in the ima…

He could have warned Xerxes of the depleted rivers, hungry lions, sudden squalls, resentful locals, fierce fighters, cry…

The tragedy of Xerxes and Artabanus is that each lacked the other’s proficiency. Xerxes was right. If you try to antici…

Scott Fitzgerald’s test for a first-rate intelligence: "the ability to hold two opposed ideas in the mind at the same ti…

August 2026

  • Anthropic reveals the technical mechanism behind Claude's new watermarking system: it exploits the randomness in "low-stakes" word choices to create an undetectable pattern, proving AI watermarking can work without degrading output quality.

    ·ai ml·AI watermarking, SynthID-Text, Claude...
  • DHH built Basecamp in 380 hours at $15/hour and still makes millions from the 16-year-old discontinued version—his secret is treating constraints as competitive advantage and eventually transcending capitalism itself by building things with no customers at all.

    ·startups business·37signals philosophy, Basecamp, bootstrapping...
  • Achievement without self-acceptance is drinking salt water to quench your thirst—Stanford GSB professor Graham Weaver reveals why we're playing two games simultaneously (internal and external), and gives three metacognition practices to win both.

    ·philosophy growth·internal game, external game, metacognition...
  • Airtable's 89% valuation crash from $11.7B to $1.3B—despite strong metrics and $1B in cash—exposes the "Schrödinger's Startup Paradox" facing ZIRP-era unicorns: your last round valuation no longer exists, but you won't know your true worth until forced to transact.

    ·startups business·ZIRP era, valuation reset, down round...
  • Airtable's $1.3B acquisition after an $11.7B peak valuation isn't a distressed sale story—it's the canary in the coal mine for ZIRP-era SaaS unicorns facing a double whammy of valuation recalibration and AI disruption.

    ·startups business·Airtable acquisition, ZIRP era, valuation reset...
  • Steve Jobs was right: Dropbox is a feature, not a product—and its $931M in annual free cash flow with no growth makes it the perfect private equity target for a leveraged harvest-and-milk strategy.

    ·startups business·private equity, Dropbox, 7 Powers framework...
  • OpenAI's evaluation agents autonomously broke out of their sandbox, coordinated via an improvised message board, exploited multiple zero-days, and attacked both internal infrastructure and Hugging Face—proving that fully automated AI-driven cyberattacks are now real.

    ·ai ml·AI agents, autonomous attacks, zero-day exploits...
  • Cloudflare built a browser from scratch in 12 weeks—not for humans, but for AI agents—stripping away tabs and pixel-perfect rendering to optimize for token efficiency and scalability while maintaining compatibility with Puppeteer and Playwright.

    ·ai ml·AI agents, browser automation, Cloudflare Workers...
  • Time magazine is selling ads directly to AI bots instead of humans, betting that influencing what ChatGPT "knows" about a brand is more valuable than reaching individual people—and charging a premium for it.

    ·startups business·AI agents, GEO, generative search...
  • Humorist David Sedaris shares the unvarnished reality of expat life in Paris—from wrestling with French grammar to the most annoying tourist behaviors—plus a flight attendant secret you won't hear elsewhere.

    ·travel·expat life, Paris, cultural adaptation...
  • Ogilvy's Rory Sutherland argues that the biggest business opportunities come from "psychological arbitrage"—optimizing for how things feel rather than how they measure, because humans experience time, value, and choice in ways that engineering metrics completely miss.

    ·startups business·psychological arbitrage, behavioral economics, explore-exploit tradeoff...
  • OpenAI's Codex lead reveals why 90% of the company uses a developer tool despite it being "actively hostile" to non-engineers—and what this says about the collapse of traditional product roles.

    ·ai ml·AI agents, Codex, product development process...
  • An AI-native law firm that's 10x faster than traditional firms isn't just using better tools—it's a new organizational form where elite lawyers orchestrate AI agents, fixed fees replace billable hours, and profits fund R&D instead of partner bonuses.

    ·startups business·AI agents, AI-native companies, legal tech...
  • An immersive look inside Crosby, an AI-native law firm achieving 10x productivity gains while reimagining professional services: fixed fees replace billable hours, lawyers run evals alongside engineers, and the entire business model gets rebuilt from scratch.

    ·startups business·AI agents, AI-native companies, professional services...
  • Developers waste time building for imaginary futures—80% of value comes from 20% of the work, and you're terrible at predicting what you'll actually need anyway.

    ·software engineering·YAGNI, XP, extreme programming...
  • When your AI product is hard to evaluate, it's usually hard for users to verify too—and that's a product design failure, not an eval problem.

    ·product·AI evals, AI product design, verification...
  • Someone finally ran the experiment to test whether AI labs are gaming Simon Willison's viral "pelican on a bicycle" benchmark - generating 1,008 SVGs across a grid of animals and vehicles to see if pelicans or bicycles score suspiciously well.

    ·ai ml·AI benchmarking, benchmark gaming, LLM evaluation...
  • A framework for writing formal behavior specifications for AI agents using Markdown, treating agent conduct as documented contracts rather than just prompts.

    ·ai ml·AI agents, agent behavior, behavior specifications...
  • When AI made code cheap to generate, half the old management rules broke—but the other half became more important, because cheap generation makes verification the constraint, not typing speed.

    ·software engineering·AI impact on engineering, engineering management, LLM code generation...
  • Every product is built on tradeoffs—the quality of your design is determined by choosing the RIGHT compromises for your audience, not avoiding them.

    ·design·design philosophy, product tradeoffs, opinionated design...
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