• We think we know what makes a good pentester

  • Mar 12 2024
  • Length: 52 mins
  • Podcast

We think we know what makes a good pentester

  • Summary

  • 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
    Show more Show less
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