Clarence Chio: Hacking, Risk x AI, Building with Pragmatism, and the Fine Line Between Delusion and Persistence

From a hacker's perspective, what are some of the most overlooked - yet critical - problems in tech?

In this episode, Clarence Chio shares his journey from giving DEFCON talks on adversarial AI before it was cool, to building two startups at the intersection of risk management and AI. We dive into his experiences hacking alongside white, red, and black hats in an abandoned warehouse near the Kremlin, to the quiet evolution of vendor management, and how the meaning of "work" is evolving as tech modularizes knowledge and labor.

Clarence also reflects on what it takes to scale companies without letting ego lead, why a little delusion might be necessary for persistence, and why letting go can be the hardest - and most essential - leadership lesson.

If you've ever wondered where hacking, humility, and the future of work collide, this conversation is for you.