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In this episode of The Hacker’s Cache, Kyser Clark sits down with seasoned penetration tester Kyle Hoehn to unpack the journey from a curious teen experimenting online to a full time professional in offensive security. Kyle shares how early exposure to computer tinkering and real world troubleshooting shaped his path, why foundational IT knowledge still separates strong hackers from the rest, and what certifications actually helped him level up. We also explore the realities of learning cybersecurity today, navigating burnout, staying sharp while the AI wave reshapes the industry, and the role of passion and persistence in building a hacker career that lasts. If you want an honest look at how real pentesters grow, adapt, and thrive, this episode is for you. Subscribe to keep sharpening your edge in ethical hacking and cybersecurity.
Connect with Kyle on Linkedin: https://www.linkedin.com/in/kylehoehn/

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Music by Karl Casey @ White Bat Audio
Attention 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.

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Chapters

1. Introduction to Cybersecurity and Hacking Journey (00:00:00)

2. Transitioning from IT to Cybersecurity (00:03:09)

3. The Importance of Foundational Knowledge (00:05:56)

4. Certifications and Career Pathways (00:08:58)

5. The Security Mad libs Segment (00:11:49)

6. Insights from SaintCon Conference (00:13:55)

7. Navigating AI in Cybersecurity (00:16:51)

8. Final Thoughts and Advice for Newcomers (00:28:19)

71 episodes