
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
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- From 14-Year-Old Bug Hunter to Level 5 SRT Hero · March 3, 2026 · 13 min
- How AI is Changing Offensive Security: Webinar · January 13, 2026 · 28 min
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