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

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-world experience from two professional pentesters. Connect with Tyler Ramsbey on LinkedIn: https://www.linkedin.com/in/tyler-ramsbey-86221643/Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention Listeners: This content is strictly for educational purposes, emphasizing ETHICAL and LEGAL hacking only. I do not, and will NEVER, condone the act of illegally hacking into computer systems and networks for any reason. My goal is to foster cybersecurity awareness and responsible digital behavior. Please behave responsibly and adhere to legal and ethical standards in your use of this information.Opinions are my own and may not represent the positions of my employer.