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In this episode of The Hacker’s Cache, Kyser Clark sits down with Jim Schultz, an OSCP-certified penetration tester, cybersecurity instructor, and consultant with over 15 years of experience. Jim shares his journey from taking apart his first family computer in the 90s to teaching hundreds of students and returning full-time to the world of ethical hacking and security consulting. They discuss how writing skills can make or break a pentester, what academia gets right (and wrong) about cybersecurity education, and why networking and mentorship are crucial for breaking into the field. If you’re pursuing the OSCP, CPTS, or a cybersecurity career, this episode is packed with practical advice and real-world insight.

Connect with Jim Schultz on Linkedin: https://www.linkedin.com/in/jamesrschultz/

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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. Early Experiences and Curiosity in Technology (00:00:00)

2. Introduction to Cybersecurity Journey (00:03:35)

3. Education and Career Development (00:06:33)

4. Transitioning to Teaching and Mentorship (00:09:23)

5. Return to Consulting and Current Role (00:12:35)

6. Security Mad Libs and Fun Insights (00:15:17)

7. The Importance of Writing Skills in Cybersecurity (00:17:51)

8. Academic Insights and the Value of Degrees (00:17:51)

9. Academic Insights and the Value of Degrees (00:22:30)

10. Balancing Specialization and Broad Skills (00:26:35)

11. Networking and Community Engagement (00:30:18)

72 episodes