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We think we know what makes a good pentester
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With 20+ years of cybersecurity work, Tom unpacks the complexities of penetration testing, discussing the roles of vendors, practitioners, and technological advancements.
He also shares his perspective on what makes a good pentester, the value of mentorship, and the ethical challenges in this line of work.
Explore this conversation to learn:
- How pentesting changed over the years and who’s shaping it [03:02]
- How to avoid burnout and deal with imposter syndrome [09:13]
- Why he seeks and values mentorship for personal and professional growth [19:44]
- The importance of constant learning and networking with your peers [23:23]
- How compliance brings down the value of pentesting and what to do about it [30:04]
- How cultivating range can help you in your pentesting career [37:24]
- How to set healthy boundaries to protect your health [41:11]
This episode with Tom is a must-listen if you want to learn how to showcase your work and elevate your thinking and tactics.
Resources from this episode
- Tom’s personal website
- Tom on LinkedIn
- Tom on Twitter
- The Shared Security podcast
- The People Hacker book by Jenny Radcliffe
- Tom’s journey from offensive security to leadership at the Phillip Wylie Show
- Ethical hackers and the legacy of the hacker manifesto for Cyber Empathy
- Tib3rius
- Jason Haddix
- Dave Kennedy
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