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AI SecurityEmerging1 sourceMar 31, 2026 · 11:30via TLDR Sec

How we made Trail of Bits AI-native (so far)

Brief

Editor’s note: I’ve been a fan of Trail of Bits’ and Dan Guido ’s work for a number of years. Dan’s [un]prompted talk on how he changed ToB’s culture is one of the best resources I’ve seen on how to get your company to adapt the mindset and practices to thrive in today’s rapidly changing environment. So I was thrilled that he was willing to guest post the blog version of his talk on tl;dr sec. Enjoy! -Clint

This post is adapted from a talk I gave at [un]prompted , the AI security practitioner conference. Thanks to Gadi Evron for inviting me to speak. You can watch the recorded presentation below or download the slides.

Most companies hand out ChatGPT licenses and wait for the productivity numbers to move. We built a system instead.

A year ago, about 5% of Trail of Bits was on board with our AI initiative. The other 95% ranged from passively skeptical to actively resistant.

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