Welcome back… to the show! Hacker Valley Studio podcast features Host Ron Eddings, as he explores the world of cybersecurity through the eyes of professionals in the industry. We cover everything from inspirational real-life stories in tech, to highlighting influential cybersecurity companies, and we do so in a fun and enthusiastic way. We’re making cybersecurity accessible, creating a whole new form of entertainment: cybertainment.
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Welcome back… to the show! Hacker Valley Studio podcast features Host Ron Eddings, as he explores the world of cybersecurity through the eyes of professionals in the industry. We cover everything from inspirational real-life stories in tech, to highlighting influential cybersecurity companies, and we do so in a fun and enthusiastic way. We’re making cybersecurity accessible, creating a whole new form of entertainment: cybertainment.
Where Automation Ends, Cyber Ingenuity Begins with Phillip Wylie
Hacker Valley Studio
33 minutes
1 month ago
Where Automation Ends, Cyber Ingenuity Begins with Phillip Wylie
Some tools replace tasks. Others reshape the way we think about security.
In this episode, Ron welcomes back Phillip Wylie, one of the most respected voices in offensive security, author, educator, and longtime friend of the Hacker Valley community. With over 27 years of experience across cybersecurity disciplines, Phillip has guided thousands of professionals through his books, talks, and mentorship.
He shares how AI is reshaping pen testing and red teaming, the value of automating away repetitive tasks, and why the fundamentals of security will always matter. From defining red teaming in 2025 to guiding newcomers on how to break in, Phillip delivers insights that balance cutting-edge innovation with timeless wisdom.
Impactful Moments:00:00 - Introduction01:00 - Why Phillip keeps podcasting03:00 - AI opportunities in pen testing04:30 - What automation should replace06:00 - Red teaming vs pen testing in 202508:00 - Defining adversary emulation10:40 - Building the ideal AI assistant15:00 - The best AI use cases today18:30 - AI-driven threat modeling21:00 - Breaking into pen testing now25:00 - Building a portfolio and personal brand27:30 - Why in-person networking still matters
Links:Connect with Phillip on LinkedIn: https://www.linkedin.com/in/phillipwylie/
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Hacker Valley Studio
Welcome back… to the show! Hacker Valley Studio podcast features Host Ron Eddings, as he explores the world of cybersecurity through the eyes of professionals in the industry. We cover everything from inspirational real-life stories in tech, to highlighting influential cybersecurity companies, and we do so in a fun and enthusiastic way. We’re making cybersecurity accessible, creating a whole new form of entertainment: cybertainment.
