{"rewrite":{"id":"r_439ab17f19aa3ee4749dff61","clusterId":"c_c7a8e23fa95189dae0d8b554","slug":"simon-willison-explains-what-chatgpt-work-actually-does","model":"deepseek-v4-flash","headline":"Simon Willison Explains What ChatGPT Work Actually Does","summary":"OpenAI's ChatGPT Work, launched in July 2026, is really two products, according to AI developer Simon Willison: a cloud version accessed through chatgpt.com or the mobile app, and a local version that runs through the desktop app. Willison found the cloud version more interesting. It is limited to paid plans of $20 or more per month and carries seven capabilities regular ChatGPT lacks, from a headless Chrome browser to scheduled prompt automation.","whyItMatters":"Willison's teardown identifies the seven cloud-only capabilities that justify ChatGPT Work's price, and warns the product combines all three elements he considers fatal for AI agents: private data access, exposure to untrusted content, and the ability to communicate externally.","webCardHtml":"\u003cp\u003eWillison also got ChatGPT Work to document itself. Prompted to build a site listing every tool it has, the system produced a reference page showing 44 skills and 223 tools. He built a sample site with the deployment feature, mapping London locations with a pelican in her piety from a single prompt.\u003c/p\u003e\u003cp\u003eHe flags security risk. ChatGPT Work Cloud holds private data access, exposure to untrusted content, and external communication, the three elements he calls fatal for AI agents. He expects OpenAI uses the same automatic review mechanism as Codex, but wants more disclosure on prompt injection protection.\u003c/p\u003e\u003cp\u003eWillison says the product is hard to understand because OpenAI explains it by use case rather than function, and keeps system prompts and tool descriptions private.\u003c/p\u003e\u003cul\u003e\u003cli\u003e\u003cstrong\u003eExpanded model choices\u003c/strong\u003e: GPT-5.6 Sol, Luna, Terra and GPT-5.5, with Ultra mode delegating more to sub-agents\u003c/li\u003e\u003cli\u003e\u003cstrong\u003eCode execution with internet access\u003c/strong\u003e: an evolved Code Interpreter that can install packages and call APIs\u003c/li\u003e\u003cli\u003e\u003cstrong\u003eFull-featured headless Chrome browser\u003c/strong\u003e: loads sites, fills forms, takes screenshots, runs JavaScript, and can prompt for passwords and 2FA codes\u003c/li\u003e\u003cli\u003e\u003cstrong\u003ePersistent shared file system\u003c/strong\u003e: each session gets a folder under /workspace/scratch/ shared across sessions\u003c/li\u003e\u003cli\u003e\u003cstrong\u003eChatGPT site building and deployment\u003c/strong\u003e: uses Cloudflare Workers to publish sites with HTML, JavaScript, and server-side functions\u003c/li\u003e\u003cli\u003e\u003cstrong\u003eSub-agent execution\u003c/strong\u003e: Sol, Luna, and Terra models can run as sub-agents for complex projects\u003c/li\u003e\u003cli\u003e\u003cstrong\u003eScheduled prompt automation\u003c/strong\u003e: runs prompts on a schedule and sends notifications, usable for regular site updates\u003c/li\u003e\u003c/ul\u003e","blueskyPost":"Simon Willison's teardown of ChatGPT Work: it is really two products, Cloud and Local. Cloud's seven unique features include a headless Chrome browser, persistent file storage, and site deployment. He warns it combines all three elements he calls fatal for AI agents.","twitterPost":"Simon Willison breaks down ChatGPT Work: two products, Cloud and Local. Cloud adds seven capabilities regular ChatGPT lacks, including a headless Chrome and scheduled automation. He also flags security risks from the three fatal elements for AI agents.","threadsPost":null,"newsletterBlurb":"Simon Willison's teardown of ChatGPT Work finds it is two products, a cloud version and a local desktop version, with the cloud version carrying seven capabilities regular ChatGPT lacks. He also got the system to document itself, revealing 44 skills and 223 tools, and warns the product combines the three elements he considers fatal for AI agents.","attributionJson":"[{\"source\":\"GIGAZINE\",\"url\":\"https://gigazine.net/news/20260901-understanding-chatgpt-work/\",\"title\":\"ChatGPT Work no Shikumi ni Kansuru Kosatsu\"}]","lintFlagsJson":null,"lintHits":0,"costUsd":0,"inputTokens":5604,"outputTokens":3754,"status":"published","repairAttempts":0,"nextRepairAt":null,"factsAttemptedAt":1788347424,"createdAt":"2026-09-02T10:58:23.000Z","publishedAt":"2026-09-02T11:02:23.000Z","updatedAt":"2026-09-02T11:02:23.000Z"},"cluster":{"id":"c_c7a8e23fa95189dae0d8b554","canonicalTitle":"「ChatGPT Work」の仕組みに関する考察","representativeArticleId":"a_6cc3b29c55d54980236e30e9","sourceCount":1,"writtenSourceCount":1,"writeAttempts":0,"isSolo":true,"entitiesJson":"{\"anime_titles\":[],\"manga_titles\":[],\"work_titles\":[\"ChatGPT Work\"],\"studios\":[],\"people\":[\"Simon Willison\"],\"type\":\"news\",\"domain\":\"other\",\"is_roundup\":false}","contentType":"news","status":"published","firstSeenAt":"2026-08-31T21:00:00.000Z","lastSeenAt":"2026-08-31T21:00:00.000Z","updatedAt":"2026-09-02T11:02:23.000Z"},"attribution":[{"source":"GIGAZINE","url":"https://gigazine.net/news/20260901-understanding-chatgpt-work/","title":"「ChatGPT Work」の仕組みに関する考察"}],"entities":{"anime_titles":[],"manga_titles":[],"work_titles":["ChatGPT Work"],"studios":[],"people":["Simon Willison"],"type":"news","domain":"other","is_roundup":false},"keyFacts":null}