Hands-On Hacking with James Gillkey

Summary:

In this episode of Exploring Information Security, host Tim De Block sits down with James Gillkey to discuss hands-on hacking training at ShowMeCon. James is revamping a long-standing pentesting training course to bring modern techniques, updated tools, and a focus on efficiency to security professionals. He shares insights into building effective training labs, leveraging Python virtual environments, and incorporating real-world offensive security methodologies into a structured learning experience.

Topics Discussed

  • The evolution of hands-on hacking training and its history

  • Setting up virtualized pentesting environments with Python and GitHub tools

  • Common mistakes in pentesting and how to avoid them

  • The balance between red team engagements and SOC awareness

  • The importance of password cracking, enumeration, and network recon

  • How cloud security assessments differ from traditional network pentesting

  • The role of AI in pentesting and whether it’s a useful tool or a shortcut

  • ShowMeCon’s Fallout-themed hacking lab and what to expect in the training

Key Takeaways

  • Hands-on experience is crucial. The best way to learn pentesting is by doing it.

  • Virtualized environments simplify tool management and prevent conflicts.

  • AI is an emerging tool in pentesting, but it doesn’t replace fundamental knowledge.

  • Cloud security requires a different mindset due to its unique challenges and toolsets.

  • Communication with SOC teams is essential to avoid unnecessary panic during testing.

  • Efficiency matters. The goal of the training is to give students actionable skills they can use immediately.

Further Resources

Use the promo code “ExploringSec” to get $50 off your registration

Showmecon Links and Resources:

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Hands on Hacking
James Gilkey