#72 He Quit His Cybersecurity Job to Start a Pentesting Company ft. Tyler Ramsbey
The Hacker's Cache

#72 He Quit His Cybersecurity Job to Start a Pentesting Company ft. Tyler Ramsbey

2026年5月29日46分钟

In this episode of The Hacker’s Cache Podcast, I sit down with Tyler Ramsbey to discuss why he quit his cybersecurity job to build his own penetration testing company, Kairos Sec, and hacking education platform, HackSmarter. We dive into the reality of cybersecurity entrepreneurship, burnout, work-life balance, OSCP and PNPT certifications, AI in penetration testing, red teaming, OffSec’s “Try Harder” culture, and what it actually takes to succeed in offensive security. If you're interested in ethical hacking, penetration testing, cybersecurity careers, red teaming, or building your own business in tech, this episode is packed with honest insights and real...

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