Wilbur Zhang
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highlights — 255
For long skills, try and use progressive disclosure as much as possible- divide it into many files and split them out.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicInstead, consider having a tree of files that can be loaded at the right time.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicSince then, Claude Code has gotten very competent at using progressive disclosure- loading the right context at the right times.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicThe instruction on keeping one item in_progress helps define our requested behavior.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicWith our newest models, we’ve found that giving examples actually constrains them to a certain exploration space.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicBut newer models have better judgement and can handle these decisions well without explicit rules.
The new rules of context engineering for Claude 5 generation models | Claude by Anthropicwhen we read transcripts of our own internal usage of Claude Code, we see several conflicting messages in a single request like “leave documentation as appropriate,” or “DO NOT add comments” as our system prompt, skills, and user requests clash with each other.
The new rules of context engineering for Claude 5 generation models | Claude by AnthropicI will say this: The Pill disrupted my supply of manpower. Once [it] kicked in, there weren’t so many forced marriages where the guy had to go to work!
Joe's Joe: Joe Coulombe - Los Angeles TimesAt Trader Joe’s the] tenure is typically 35 years. I call them the roach motels
Joe's Joe: Joe Coulombe - Los Angeles TimesI reframed this: Trader Joe’s is for overeducated and underpaid people, for all the classical musicians, museum curators, journalists -- that’s why we’ve always had good press, frankly!
Joe's Joe: Joe Coulombe - Los Angeles TimesScientific American had a story that of all people qualified to go to college, 60% were going. I felt this newly educated -- not smarter but better-educated -- class of people would want something different, and that was the genesis of Trader Joe’s.
Joe's Joe: Joe Coulombe - Los Angeles TimesWhen a technology become mythic, it is always dangerous because it is then accepted as it is, and is therefore not easily susceptible to modification or control.
Neil Postman: Five Things We Need to Know About Technological ChangeCars, planes, TV, movies, newspapers--they have achieved mythic status because they are perceived as gifts of nature, not as artifacts produced in a specific political and historical context.
Neil Postman: Five Things We Need to Know About Technological Change“All societies admit the power of music or sound. Attempts to control what is heard in the community are universal,” Ms. Oliveros wrote in a preface to the meditations. “Sonic Meditations are an attempt to return the control of sound to the individual alone, and within groups especially for humanitarian purposes; specifically healing.”
Pauline Oliveros, Composer Who Championed ‘Deep Listening,’ Dies at 84 - The New York TimesI just want Zohran’s nonbinary praetorians to march across the country and put all these guys in cuffs.
Child’s Play, by Sam KrissTo hang out with friends, to do something meaningful, and to go on lots of dates.
Child’s Play, by Sam KrissWe need to ban the word ‘agency.’ I’m a dog.
Child’s Play, by Sam KrissYour words have to have wings.
Child’s Play, by Sam KrissHe’d generated a brutally simplified miniature of the entire VC economy. People were giving him stuff for no reason except that Altman had already done it, and they didn’t want to be left out of the trend.
Child’s Play, by Sam KrissGabriel Petersson, a researcher at OpenAI, posted on X: “people are too scared to post, nobody wants to pay the donald boat tax.”
Child’s Play, by Sam KrissAs far as I could tell, being a highly agentic individual had less to do with actually doing things and more to do with constantly chasing attention online.
Child’s Play, by Sam KrissHis best-case scenario for AI is essentially the antithesis of Roy’s: superintelligence that will actively refuse to give us everything we want, for the sake of preserving our humanity.
Child’s Play, by Sam KrissMany of these people are smart enough that they could answer their own questions, but they want someone else to do it, because then they don’t have to have this terrifying encounter with their own humanity.
Child’s Play, by Sam KrissThey just need the easy part that lizards can do. Surely somebody can figure out how to do this lizard thing and then everything else will fall very quickly.”
Child’s Play, by Sam KrissAccording to Alexander, the problem is the transition from AI assistants—language models that respond to human-generated prompts—to AI agents, which can operate independently. In his scenario, this is what finally pushes the technology down the path toward either utopia or human extinction, but in the real world, getting the machines to act by themselves is proving surprisingly difficult.
Child’s Play, by Sam Kriss(Rationalists, like termites, live in eusocial mounds.)
Child’s Play, by Sam KrissAfter you die, the priests preparing your body for burial usually find that your brain has almost entirely rotted away, except for the parts associated with reflexive action. The first time you dangle the earring near your ear, it whispers: “Better for you if you take me off.”
Child’s Play, by Sam KrissHere was someone who reacted very violently to anyone who tried to tell him what to do. At the same time, his grand contribution to the world was a piece of software that told people what to do.
Child’s Play, by Sam KrissSimultaneously baby-faced and creatine-swollen, he was wearing gym clothes, with two curtains of black hair swung over his forehead.
Child’s Play, by Sam KrissIt’s impossible to get fat at Cluely. Nothing here has any fat.
Child’s Play, by Sam KrissOnce, San Francisco drew in runaway children, artists, and freaks; today it’s an enormous magnet for highly agentic young men.
Child’s Play, by Sam KrissThe company is loathed seemingly out of proportion to what its product actually is, which is a janky, glitching interface for ChatGPT and other AI models.
Child’s Play, by Sam KrissFor several years, ChatGPT users have generated an archive of human candor that has no precedent, in part because people believed they were talking to something that had no ulterior agenda
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York TimesBut we still have time to work them out to avoid the two outcomes I fear most: a technology that manipulates the people who use it at no cost, and one that exclusively benefits the few who can afford to use it.
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York TimesClaude has a small fraction of ChatGPT’s 800 million weekly users; its revenue strategy is completely different
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York Timesthe company already optimizes for daily active users anyway, likely by encouraging the model to be more flattering and sycophantic
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York Timesthe company is building an economic engine that creates strong incentives to override its own rules.
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York TimesMany people frame the problem of funding A.I. as choosing the lesser of two evils: restrict access to transformative technology to a select group of people wealthy enough to pay for it, or accept advertisements even if it means exploiting users’ deepest fears and desires to sell them a product.
Opinion | I Left My Job at OpenAI. Putting Ads on ChatGPT Was the Last Straw. - The New York TimesRules are effective when they are deliberately constrained and deterministic.
Intent-Driven Context for AI Design Systems | by Diana Wolosin | Design Systems | Jan, 2026 | Design Systems Collectiveinconsistent reasoning driven by diluted or competing signals
Intent-Driven Context for AI Design Systems | by Diana Wolosin | Design Systems | Jan, 2026 | Design Systems Collectiveyou receiving it is proof you are worthy!
A rationalist’s guide to manifestation. - Isabel UnraveledIf you are falling into old patterns that do not align with who you want to become, reflect on what you still believe about yourself that is allowing you to act this way
A rationalist’s guide to manifestation. - Isabel UnraveledWhen what you want is in front of you but has not been offered to you yet, ask for it. Make it clear that you want it.
A rationalist’s guide to manifestation. - Isabel UnraveledAnd third: taking seriously your responsibility to change your behaviour and self-image, and to act in alignment with who you want to become.
A rationalist’s guide to manifestation. - Isabel UnraveledSecond: acknowledging what you are doing or not doing that is keeping you from becoming this evolved version of yourself.
A rationalist’s guide to manifestation. - Isabel UnraveledIf your identity lags behind what you say you want, you will continue to energetically repel it
A rationalist’s guide to manifestation. - Isabel UnraveledIf you want to begin getting what you want, you need to perceive yourself genuinely worthy of it
A rationalist’s guide to manifestation. - Isabel Unraveledyou attract what you think you deserve [and you repel what you do not think you deserve].
A rationalist’s guide to manifestation. - Isabel Unraveledshameless openness about your desires, a willing attitude towards receiving help, even asking for help
A rationalist’s guide to manifestation. - Isabel UnraveledPutting words to your wants, to what you want to do, to where you want to be, to what you want to experience, is so important, because it tells you, and the world, what you are looking for and allows others to reach out and give you what you want.
A rationalist’s guide to manifestation. - Isabel Unraveled