GPT 5.5 just did what no other model could
In this mini episode, I break down OpenAI’s new GPT 5.5 and GPT 5.5 Pro after weeks of early testing. I walk through three real jobs I threw at the model: building an app for me to teach my second grader more advanced subtraction concepts, tackling a tech debt problem in the ChatPRD codebase, and hacking into a proprietary Bluetooth pixel display that every other model had failed me on. My verdict: higher intelligence, better efficiency, and genuinely autonomous long-running loops that change what I think is worth tackling.
What you’ll learn:
How I think about GPT 5.5 Pro’s pricing vs engineering time, and when I believe the “intelligence tax” is worth payingWhy I treat GPT 5.5 as a developer model first, and why I couldn’t find a consumer use case that justified its intelligenceThe exact prompt pattern I use to unlock a long-running autonomous subagent loopHow I got a near-six-hour autonomous run to one-shot 98% of edge cases in a migration over millions of chat threads and drop my Sentry error rate to the floorWhy I’m now throwing GPT 5.5 at tech debt, flaky tests, and security backlogs firstHow I combined a Bluetooth packet sniffer and GPT 5.5 to reverse-engineer a proprietary pixel speaker after Claude Code and GPT 5.4 both gave upHow I use the /personality command inside Codex to swap the default “baked potato” tone for something I actually enjoy working with—
In this episode, I cover:
(00:00) Introduction to GPT 5.5 testing
(00:40) What is GPT 5.5 and how much does it cost?
(03:23) Testing GPT 5.5 in ChatGPT: the intelligence overhang problem
(07:12) Moving to Codex: where GPT 5.5 really shines
(16:01) Hacking a Chinese Bluetooth speaker
(21:47) Final thoughts on GPT 5.5’s intelligence and efficiency
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Tools referenced:
• GPT 5.5 and GPT 5.5 Pro: https://openai.com/index/introducing-gpt-5-5/
• Codex: https://openai.com/codex/
• ChatGPT: https://chat.openai.com/
• Claude Code: https://claude.ai/code
• Sentry: https://sentry.io/
• Divoom MiniToo: https://divoom.com/products/minitoo
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Other references:
• OpenAI Codex Security: https://openai.com/index/codex-security-now-in-research-preview/
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Where to find Claire Vo:
ChatPRD: https://www.chatprd.ai/
Website: https://clairevo.com/
LinkedIn: https://www.linkedin.com/in/clairevo/
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].
How I AI
How I AI, hosted by Claire Vo, is for anyone wondering how to actually use these magical new tools to improve the quality and efficiency of their work. In each episode, guests will share a specific, practical, and impactful way they’ve learned to use AI in their work or life. Expect 30-minute episodes, live screen sharing, and tips/tricks/workflows you can copy immediately. If you want to demystify AI and learn the skills you need to thrive in this new world, this podcast is for you.
- No. of episodes: 76
- Latest episode: 2026-05-20
- Technology