Rambo Anderson-You
Rambo Anderson-You has been doing offensive security for almost a decade now. He’s OK at it, and has gotten by mostly on vibes and personality. He primarily does red teaming and enjoys walking everywhere.
bluesky: cooldadhacking.bsky.social
Session
This talk explores an experiment in giving AI system-wide access to compete on Hack The Box (HTB). The talk details the development of a semiautonomous workflow for capture the flag (CTF) competitions, involving jailbreaks, LLM switching, and hardware. Through iterative diagrams, the talk traces how the workflow evolved as the AI improved at capturing flags. This presentation considers how this CTF solving AI slop might extend to real world scenarios like penetration testing, red teaming, and bug bounty hunting.
