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Simon Willison's Weblog

Release: datasette 1.0a29 Thoughts on GitLab’s workforce reduction A quote from James Shore Your AI Use Is Breaking My Brain TIL: Using LLM in the shebang line of a script Learning on the Shop floor A quote from New York Times Editors’ Note A quote from Andrew Quinn A quote from Luke Curley Release: llm-gemini 0.31 Tool: Big Words Behind the Scenes Hardening Firefox with Claude Mythos Preview Notes on the xAI/Anthropic data center deal Tool: GitHub Repo Stats Live blog: Code w/ Claude 2026 Vibe coding and agentic engineering are getting closer than I’d like Release: datasette-referrer-policy 0.1 Release: datasette-llm 0.1a7 Release: llm-echo 0.5a0 Granite 4.1 3B SVG Pelican Gallery A quote from Andy Masley April 2026 newsletter Research: TRE Python binding — ReDoS robustness demo Tool: Redis Array Playground A quote from Anthropic Sightings iNaturalist Sightings Codex CLI 0.128.0 adds /goal Our evaluation of OpenAI's GPT-5.5 cyber capabilities Quoting Andrew Kelley We need RSS for sharing abundant vibe-coded apps Release: llm 0.32a1 LLM 0.32a0 is a major backwards-compatible refactor Release: llm 0.32a0 Quoting OpenAI Codex base_instructions Quoting Matthew Yglesias What's new in pip 26.1 - lockfiles and dependency cooldowns! Introducing talkie: a 13B vintage language model from 1930 microsoft/VibeVoice Tracking the history of the now-deceased OpenAI Microsoft AGI clause WHY ARE YOU LIKE THIS Quoting Romain Huet llm 0.31 DeepSeek V4 - almost on the frontier, a fraction of the price Tool: Millisecond Converter It's a big one russellromney/honker Serving the For You feed Extract PDF text in your browser with LiteParse for the web A pelican for GPT-5.5 via the semi-official Codex backdoor API Release: llm-openai-via-codex 0.1a0 Quoting Maggie Appleton A quote from Bobby Holley Is Claude Code going to cost $100/month? Probably not—it’s all very confusing Where’s the raccoon with the ham radio? (ChatGPT Images 2.0) A quote from Andreas Påhlsson-Notini scosman/pelicans_riding_bicycles Release: llm-openrouter 0.6 TIL: SQL functions in Google Sheets to fetch data from Datasette Claude Token Counter, now with model comparisons Headless everything for personal AI Research: Claude system prompts as a git timeline Adding a new content type to my blog-to-newsletter tool - Agentic Engineering Patterns Join us at PyCon US 2026 in Long Beach—we have new AI and security tracks this year Release: datasette 1.0a28 Release: llm-anthropic 0.25 Qwen3.6-35B-A3B on my laptop drew me a better pelican than Claude Opus 4.7 Tool: datasette.io news preview Release: datasette-export-database 0.3a1 Release: datasette 1.0a27 Gemini 3.1 Flash TTS Tool: Gemini 3.1 Flash TTS A quote from Kyle Kingsbury Release: datasette-ports 0.3 Zig 0.16.0 release notes: “Juicy Main” datasette PR #2689: Replace token-based CSRF with Sec-Fetch-Site header protection Tool: SQLite Query Result Formatter Demo Tool: SQLite Query Result Formatter Demo A quote from Giles Turnbull A quote from Giles Turnbull Research: SQLite WAL Mode Across Docker Containers Sharing a Volume Research: SQLite WAL Mode Across Docker Containers Sharing a Volume Tool: Cleanup Claude Code Paste Release: datasette-ports 0.1 Eight years of wanting, three months of building with AI A quote from Chengpeng Mou Tool: Syntaqlite Playground Release: scan-for-secrets 0.2 Release: scan-for-secrets 0.1.1 Release: scan-for-secrets 0.1 Release: research-llm-apis 2026-04-04 A quote from Kyle Daigle Vulnerability Research Is Cooked The cognitive impact of coding agents A quote from Willy Tarreau A quote from Daniel Stenberg A quote from Greg Kroah-Hartman Research: Can JavaScript Escape a CSP Meta Tag Inside an Iframe? The Axios supply chain attack used individually targeted social engineering Highlights from my conversation about agentic engineering on Lenny’s Podcast
GPT-5.5 prompting guide
2026-04-25 · via Simon Willison's Weblog
GPT-5.5 prompting guide Now that GPT-5.5 is available in the API , OpenAI have released a wealth of useful tips on how best to prompt the new model. Here's a neat trick they recommend for applications that might spend considerable time thinking before returning a user-visible response: Before any tool calls for a multi-step task, send a short user-visible update that acknowledges the request and states the first step. Keep it to one or two sentences. I've already noticed their Codex app doing this, and it does make longer running tasks feel less like the model has crashed. OpenAI suggest running the following in Codex to upgrade your existing code using advice embedded in their openai-docs skill: $openai-docs migrate this project to gpt-5.5 The upgrade guide the coding agent will follow is this one , which even includes light instructions on how to rewrite prompts to better fit the model. Also relevant is the Using GPT-5.5 guide , which opens with this warning: To get the most out of GPT-5.5, treat it as a new model family to tune for, not a drop-in replacement for gpt-5.2 or gpt-5.4 . Begin migration with a fresh baseline instead of carrying over every instruction from an older prompt stack. Start with the smallest prompt that preserves the product contract, then tune reasoning effort, verbosity, tool descriptions, and output format against representative examples. Interesting to see OpenAI recommend starting from scratch rather than trusting that existing prompts optimized for previous models will continue to work effectively with GPT-5.5. Tags: ai , openai , prompt-engineering , generative-ai , llms , gpt