Simon Willison 4/25/2026

GPT-5.5 prompting guide

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This article provides a comprehensive guide to prompting OpenAI's GPT-5.5 model, based on official tips from OpenAI. It highlights a key trick for applications with long response times: sending a short user-visible update before tool calls to improve user experience. The article also covers migration advice, recommending starting from scratch with a fresh baseline instead of reusing prompts from older models like GPT-5.2 or GPT-5.4. It includes instructions for using Codex to upgrade code and references official guides for rewriting prompts and tuning reasoning effort, verbosity, and output format.

GPT-5.5 prompting guide

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