In this episode of Phoenix Cast, hosts John, Rich, and Kyle welcome Katie Moussouris — founder and CEO of Luta Security, creator of Microsoft’s first bug bounty program, and architect of Hack the Pentagon — to break down Anthropic’s Project Glasswing and what it means when an AI model can find hundreds of real-world vulnerabilities at scale. Katie walks through the staggering complexity of coordinating multi-party vulnerability disclosure across 40 organizations, drawing on her own experience running similar efforts at Microsoft, and doesn’t shy away from the hard questions about whether the cybersecurity workforce is cooked or about to boom. The conversation heats up as the crew debates how much of Glasswing is marketing versus genuine emergency, whether offensive and defensive AI use can coexist responsibly, and what all of this means for critical infrastructure, supply chains, and the warfighter. Katie closes with a bold call for universal basic income funded by AI productivity — and if that doesn’t make you hit play, nothing will.

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Links:

Project Glasswing (Anthropic):

https://www.anthropic.com/glasswing 

Luta Security:

https://www.lutasecurity.com 

Hack the Pentagon (USDS):

https://www.usds.gov/projects/hack-the-pentagon 

Katie Moussouris - "Fixing a Hole: The Labor Market for Bugs" (MIT Press):

https://direct.mit.edu/books/edited-volume/3582/chapter-abstract/120140/

Obligatory XKCD

https://xkcd.com/2347/