DiscoverUnsupervised LearningA Conversation with Michael Brown About Designing AI Systems
A Conversation with Michael Brown About Designing AI Systems

A Conversation with Michael Brown About Designing AI Systems

Update: 2025-08-22
Share

Description

In this episode of Unsupervised Learning, I sit down with Michael Brown, Principal Security Engineer at Trail of Bits, to dive deep into the design and lessons learned from the AI Cyber Challenge (AIxCC). Michael led the team behind Buttercup, an AI-driven system that secured 2nd place overall.

We discuss:

-The design philosophy behind Buttercup and how it blended deterministic systems with AI/ML 
-Why modular architectures and “best of both worlds” approaches outperform pure LLM-heavy -designs
-How large language models performed in patch generation and fuzzing support
-The risks of compounding errors in AI pipelines — and how to avoid them
-Broader lessons for applying AI in cybersecurity and beyond

If you’re interested in AI, security engineering, or system design at scale, this conversation breaks down what worked, what didn’t, and where the field is heading.

Subscribe to the newsletter at:
https://danielmiessler.com/subscribe

Join the UL community at:
https://danielmiessler.com/upgrade

Follow on X:
https://x.com/danielmiessler

Follow on LinkedIn:
https://www.linkedin.com/in/danielmiessler

Become a Member: https://danielmiessler.com/upgrade

See omnystudio.com/listener for privacy information.

Comments 
In Channel
Unified Entity Context

Unified Entity Context

2025-05-1530:18

loading
00:00
00:00
x

0.5x

0.8x

1.0x

1.25x

1.5x

2.0x

3.0x

Sleep Timer

Off

End of Episode

5 Minutes

10 Minutes

15 Minutes

30 Minutes

45 Minutes

60 Minutes

120 Minutes

A Conversation with Michael Brown About Designing AI Systems

A Conversation with Michael Brown About Designing AI Systems

Daniel Miessler