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Sponsored: Trail of Bits and OpenAI patch the planet
James Wilson · 2026-06-23 · via Risky Business Media

Risky Bulletin Podcast

June 23, 2026

Presented by

James Wilson

James Wilson

Technology Editor

In this sponsored interview James Wilson chats with Trail of Bits founder and CEO Dan Guido about its newly announced partnership with OpenAI. Together, they’ve started a new initiative called “Patch the Planet” to support open source maintainers.

Being an open source maintainer is more difficult than ever. Just using frontier models to keep up with all the bug reports isn’t enough. Trail of Bits wants to help maintainers by combining its deep cybersecurity expertise with OpenAI’s GPT 5.5 Cyber.

As Dan points out in this interview, this isn’t just about helping maintainers find and fix bugs. They’re spending just as much time on SDLC improvements, architecture changes, and the foundations needed to make open source sustainable in the AI era.

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Sponsored: Trail of Bits and OpenAI patch the planet

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