Getting Paid to Break Stuff with Ty Bross, SRT

Getting Paid to Break Stuff with Ty Bross, SRT

From WE'RE IN! by Synack

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

  • cybersecurity
  • penetration testing
  • hacking
  • career advice
  • offensive security

Keywords

  • cybersecurity
  • hacking origins
  • penetration testing
  • offensive security
  • career advice

Mentioned in this episode

Organizations: Sidekick Security, Synack Red Team

More episodes of WE'RE IN!

Explore listener stats, chart rankings, contacts and more on the WE'RE IN! podcast page.