Getting Paid to Break Stuff with Ty Bross, SRT

Getting Paid to Break Stuff with Ty Bross, SRT

May 26, 2026 · 24 min · Episode 75

About this episode

Ty Bross shares his journey into cybersecurity and offers insights for aspiring penetration testers.

On this episode of WE'RE IN, Josh Mason sits down with Ty Bross, Offensive Security Lead for Sidekick Security and Researcher for the Synack Red Team. Ty discusses his teenage hacking origins, how he broke into the cybersecurity profession, his favorite hacks, and advice to aspiring penetration testers.

People in this episode

Host: Josh Mason

Guest: Ty Bross

Topics covered

Keywords

Mentioned in this episode

Organizations: Sidekick Security, Synack Red Team

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