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Phillip Wylie Show | Cybersecurity & Pentesting Podcast

by Phillip Wylie

The Phillip Wylie Show is a premier cybersecurity podcast and media source for offensive security professionals. Hosted by Phillip Wylie, globally recognized ethical hacking expert, keynote speaker, and co-author of The Pentester Blueprint, the show features elite red team operators, penetration testers, and security leaders sharing real-world tradecraft, advanced tactics, career strategy, and insights on AI-driven cyber threats.

Publisher-supplied feed metadata · PodParley refreshed Apr 16, 2026 · Source feed

Episodes

  1. Red Teaming, Real Risk, and the Race for Speed with Tim MalcomVetter

    Tim MalcomVetter has spent 26 years moving between offense and defense, and his biggest takeaway is that the future of security comes down to speed - whoever has the fastest software wins. Tim got his start by offering to work for free at a hospital in the early days of HIPAA, which turned into…

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  2. From War Driving to Counter-Surveillance with Colonel Panic and Cooper

    License plate readers, police drones and fake cell towers are spreading fast, and two hackers are proving that anyone can detect them with about ten dollars of hardware and some open source firmware. Colonel Panic is a malware researcher and hardware builder whose hacking started with AOL dial-up...

  3. Drones, RF, and the Hacker Mindset with Luke Canfield

    Luke Canfield came up the way a lot of hardware hackers do, the geeky kid in high school everyone came to when the school's computers broke, tinkering with Windows XP and war driving with homemade Yagi antennas built out of Pringles cans. That fascination with the hardware side never left him…

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  4. From Law Degree to AI Cyber Defense with Zack Korman

    Zack Korman came into cybersecurity from about as far outside the field as you can get, a UK law degree and a master's in law and finance, and he now spends his days on the AI defense problems most of the industry is still catching up to. His outsider path is exactly what makes his take on the...

  5. Cloud Security, Shadow IT, and Breaking Into the Field with rekdt

    Most advice about breaking into cybersecurity tells you to follow the path. rekdt makes the opposite case: the path is exactly what makes you look like everyone else. In this episode he shares a candid, sometimes contrarian view of the field, shaped by nearly two decades in it. rekdt runs a cloud...

  6. From Cyber Warfare to AI-Powered Defense with Dave Kennedy

    Dave Kennedy was a skeptic. After 28 years in the field, he had heard every claim about the next technology that was going to change cybersecurity, and he assumed AI was more of the same. Then it changed his mind, and now he is building some of the most advanced defensive AI in the industry. Dave...

  7. Vulnerability Research, AI Slop, and Why Fundamentals Still Win with Stephen Sims

    AI can now hand someone a working Linux kernel privilege escalation exploit, even if that person cannot explain a single line of how it works. Stephen Sims joined the show to talk about what that shift means for offensive security, and why the fundamentals matter more now, not less.Stephen is the...

  8. Purple Teaming with Sarah Hume: Turning Threat Intelligence Into Actionable Testing

    Penetration testing tells you where the vulnerabilities and misconfigurations are. Purple teaming asks a different question: when an attacker is actually operating inside your environment, what can your tools see, and what slips right past them? Sarah Hume has built her career around that second...

  9. From English Teacher to OSINT Investigator: Lindsey Yagi-Hatake on Breaking Into Cybersecurity

    In under a year, Lindsey Yagi-Hatake went from teaching English in a public school classroom to working as a professional OSINT investigator. Her path into cybersecurity did not start with a certification or a computer science degree. It started with survival. Lindsey spent six years as a public...

  10. AI, Automation, and the Future of Penetration Testing with Herman Zubenko

    How is AI changing penetration testing, bug bounty hunting, and offensive security? In this episode of The Phillip Wylie Show, Phillip sits down with Herman Zubenko to explore how artificial intelligence and automation are transforming the way security professionals discover and validate...

  11. From First-Generation Graduate to DEF CON Speaker: Moo's Cybersecurity Journey

    In this episode of The Phillip Wylie Show, Phillip welcomes cybersecurity community member Moo for an inspiring conversation about breaking into cybersecurity, building a career through persistence, and giving back to others along the way. Moo shares his unconventional hacker origin story, from...

  12. Casey Smith (SubTee): Living Off the Land, Deception Technology, and the Evolution of Offensive Security

    In this episode of The Phillip Wylie Show, Phillip Wylie sits down with offensive security researcher, educator, and entrepreneur Casey Smith (SubTee) to discuss his journey into cybersecurity, the evolution of offensive tradecraft, and why deception technology is becoming one of the most…

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  13. The Future of Detection Engineering with Alex Hurtado

    Detection engineering doesn't always get the attention it deserves, but it's one of the most important parts of a mature security program. In this episode of The Phillip Wylie Show, Phillip Wylie is joined by detection engineer and content creator Alex Hurtado to discuss why this growing…

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  14. From Curiosity to Zero Days: Milton Valencia (wetw0rk) on Exploit Development, Research, and Giving Back

    In this episode of The Phillip Wylie Show, Phillip Wylie sits down with offensive security researcher Milton Valencia, better known in the cybersecurity community as wetw0rk. Known for his exploit development research, educational content, and commitment to mentoring others, Milton shares the...

  15. From BBS to Mastering Red Team Operations with Mike Ortiz

    Mike Ortiz joins Phillip Wylie to discuss his journey from the early BBS and IRC days to the U.S. Marine Corps, global defense contracting, and ultimately becoming a red team operator specializing in adversary emulation and red team engineering. Along the way, Mike shares how his background in...

  16. From Phone Phreaking to Cloud Security: Jason Faulhefer's Cyber Journey

    In this episode, Jason Faulhefer shares his hacker origin story, discusses his innovative threat intelligence platform Threat Spire, and explores the evolution of cybersecurity from early phone hacking to modern cloud and OT security. ========================= Connect with Jason Faulhefer…

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  17. Ridge Security in the Real World: An Offensive Security Practitioner's Perspective

    ## How AI-Powered Penetration Testing Is Transforming Security Validation with Andy Simpson**Sponsored by Ridge Security**In this sponsored episode of The Phillip Wylie Show, Phillip Wylie welcomes Andy Simpson, founder of Cipher Security, for an in-depth discussion about the future of…

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  18. From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology

    What happens when hacking moves beyond computers and into devices that can keep people alive? In this episode of The Phillip Wylie Show, Phillip Wylie welcomes Sean Satterlee to discuss the rapidly growing field of medical device security. Sean explains how security researchers evaluate connected...

  19. From Mischief to Mastery: Christian Gonzalez's Cybersecurity Journey

    In this episode of The Phillip Wylie Show, Phillip sits down with longtime friend, former student, and offensive security professional Christian Gonzalez. Christian shares his journey from curious teenager and network engineer to penetration tester, mobile application security specialist, and AI...

  20. Creating Content That Matters: Cybersecurity, Authenticity, and Building Your Brand with Eva Benn

    In this episode of The Phillip Wylie Show, Phillip Wylie welcomes back cybersecurity leader, content creator, and self-described "Cybersecurity Bestie," Eva Benn. Eva shares her journey from growing up in rural Bulgaria with no access to technology to becoming a cybersecurity leader, red team...

  21. Jeremiah Grossman: The Future of Vulnerability Management

    In this episode of The Phillip Wylie Show, Phillip Wylie sits down with legendary application security pioneer and entrepreneur Jeremiah Grossman to discuss the evolution of web security, vulnerability management, cyber insurance, AI-driven software development, and the future of offensive...

  22. Hacking Then and Now: Ed Skoudis on AI, Pen Testing, and the Future of Cybersecurity

    In this episode of The Phillip Wylie Show, Phillip Wylie sits down with legendary security expert Ed Skoudis to discuss his hacker origin story, the evolution of penetration testing, and how AI is transforming offensive security. Ed shares how he got started hacking on early home computers like…

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  23. Winn Schwartau: Hacker Culture, Cognitive Security, and the Human Element

    Computer security analyst and author Winn Schwartau joins Phillip Wylie for a deep conversation on hacker culture, cognitive security, information warfare, and the evolution of cybersecurity from the early days of computing to today’s AI-driven world. Winn shares stories from his early days...

  24. Amar Sonik: Why Cybersecurity Fundamentals Still Matter

    In this episode of The Phillip Wylie Show, Phillip sits down with Amar Sonik to talk about what really matters in cybersecurity. They dig into why fundamentals like networking and Linux still separate good security professionals from great ones, how conferences like B-Sides Singapore and...

  25. Zach Tackett: How Hands-On Experience and Networking Open Doors in Cybersecurity

    In this episode of The Phillip Wylie Show, Phillip sits down with Zach Tackett, a listener-turned-guest who carved his path into cybersecurity and pentesting through persistence, hands-on learning, and networking. Zach shares his unconventional journey from a blue-collar upbringing and early...

  26. Marie Hamilton: From Rejections to Success

    In this episode of The Phillip Wylie Show, Phillip sits down with Marie Hamilton to explore her unconventional and inspiring path into cybersecurity. From early curiosity about computers and creative problem-solving as a teenager to serving in the military, navigating career pivots, and…

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  27. From Pro Wrestler to Pentester: My Cybersecurity Origin Story

    How do you go from professional wrestling and powerlifting to a career in cybersecurity and penetration testing? In this special solo episode of The Phillip Wylie Show, Phillip Wylie shares his personal hacker origin story and the unconventional path that led him from wrestling matches and...

  28. Jamy Casteel: From Small Town IT to Offensive Security

    In this episode of The Phillip Wylie Show, host Phillip Wylie sits down with offensive security professional Jamy Casteel to discuss his journey from small-town IT technician to penetration tester and red teamer. Jamy shares how an early exposure to social engineering and physical pentesting...

  29. Travis Stein: Mastering Cybersecurity: Hands-On Skills and Networking Strategies

    In this episode of the Phillip Wylie Show, host Phillip Wylie sits down with cybersecurity professional Travis Stein to discuss practical strategies for breaking into cybersecurity, building technical skills, and advancing from IT into security roles. Travis shares his journey from help desk…

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  30. Gregory Carpenter: Beyond the Network | Threat Modeling, AI, and Real-World Pen Testing

    In this episode, Phillip Wylie sits down with Dr. Gregory Carpenter to explore his journey from early childhood curiosity to a distinguished career in cybersecurity, military operations, and advanced threat modeling. Greg shares how his early interest in security evolved from physical lockpicking...

  31. Allie Mellen: Code War

    In this episode of the Phillip Wylie Show, Allie Mellen shares her journey from a computer engineering student to a cybersecurity expert and industry analyst. She discusses the importance of hands-on experience in cybersecurity, the evolution of cybersecurity tools, and the significance of a…

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  32. Eve Maler: The Evolution of Identity Security

    In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Eve Maler, a prominent figure in identity security. They discuss the importance of community in cybersecurity, Eve's journey into the field, the evolution of identity technologies like SAML and OAuth, advancements in...

  33. Sudhanshu Chauhan: Navigating the New Landscape of Cyber Threats

    In this episode, Sudhanshu Chauhan discusses the transformative impact of AI on the cybersecurity landscape. He explains how AI has introduced new attack vectors and the dual nature of AI in cybersecurity, serving both as a tool for attacks and as a target for attacks. The conversation emphasizes...

  34. Dorota Kozlowska: Empowering Women in Cybersecurity

    In this episode of the Phillip Wylie Show, Dorota Kozlowska shares her inspiring journey from a hesitant high school student to a successful professional in offensive security and content creation. She discusses her challenges in breaking into the male-dominated field of cybersecurity, her…

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  35. Keelan Knox: Breaking Things to Building Defenses

    In this episode of the Phillip Wylie Show, host Phillip Wylie welcomes cybersecurity expert Keelan Knox, who shares his fascinating hacker origin story. Keelan recounts his early curiosity about technology, which led him to dismantle various devices and eventually discover the world of hacking…

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  36. Michael Farnum & Sam Van Ryder: Building CYBR.SEC.Community

    In this episode of The Phillip Wylie Show, Phillip Wylie sits down with Michael Farnum and Sam Van Ryder to discuss the growth of CYBR.SEC.Community, formerly known as HOU.SEC.CON. They share their hacker origin stories and how a grassroots conference evolved into a national, community-driven...

  37. Travis Weathers: From Military to Physical Security Expert

    In this episode of the Phillip Wylie Show, host Phillip’s guest is Travis Weathers, a seasoned professional in cybersecurity and penetration testing. Travis shares his unique journey from military service to becoming a successful entrepreneur in the cybersecurity field. He discusses the…

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  38. Unpacking Cybersecurity: Stories from the Cyber Distortion Podcast

    Summary In this episode of the Phillip Wylie Show, Phillip welcomes Jason and Kevin from the Cyber Distortion Podcast, diving deep into their hacker origin stories and the evolution of their podcasting journey. Kevin shares his unconventional path from marketing and graphic design to IT,...

  39. Shubham Khichi: Journey The Future of AI in Cybersecurity

    Summary In this episode of the Phillip Wylie Show, Phillip Wylie interviews Shubham Khichi, a cybersecurity expert and entrepreneur. They discuss Shubham's journey from a computer science student to the founder of CyberAGI, a company focused on enhancing cybersecurity through AI. The conversation...

  40. Ron Eddings: Hacker to Podcaster

    Summary In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Ron Eddings, a prominent figure in cybersecurity and podcasting. They discuss Ron's journey into cybersecurity, his experiences in podcasting, and the evolution of Hacker Valley Media. The conversation delves into…

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  41. Chris Glanden: The Power of Content in Cybersecurity

    Summary In this episode of the Phillip Wylie Show, Phillip Wylie interviews Chris Glanden, a cybersecurity professional and podcaster. They discuss Chris's journey into cybersecurity, his experiences in podcasting, and his recent ventures into documentary filmmaking. The conversation also touches...

  42. Gideon Rasmussen: Preparing for Promotion in Cybersecurity & Tech Leadership

    Summary In this conversation, Gideon Rasmussen discusses the importance of understanding one's professional development areas and how to prepare for promotion. He emphasizes the need for individual contributors to demonstrate leadership and deliver solid performance over time to be considered for...

  43. Christopher Russell: Balancing Skills in Cybersecurity

    Summary In this conversation, Christopher Russell emphasizes the importance of being well-rounded in the field of cybersecurity. He discusses the necessity of understanding both offensive and defensive strategies, as well as the need for security professionals to grasp the business aspects of…

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  44. Ted Harrington: Demystifying the Hacker Mindset

    Summary In this episode of the Philip Wylie Show, host Phillip Wylie speaks with Ted Harrington, a fellow podcaster and author, about the hacker mindset and its implications in cybersecurity. They discuss the misconceptions surrounding hackers, the importance of curiosity and creativity, and how...

  45. Bat: The Evolution of a Threat Hunter

    Summary In this episode of the Philip Wylie Show, Bat shares her journey from a childhood fascination with computers to a career in cybersecurity, specifically in threat hunting. Bat discusses her early experiences with hacking, the transition from wanting to be a pen tester to discovering a...

  46. Mike Bell: AI Won't Take Your Job - If You Learn This

    AI Won't Take Your Job - If You Learn This | Cybersecurity & Employment in the AI Era Is AI going to take your job? In this essential episode, Phillip Wylie sits down with Michael Bell, CEO and Co-founder of Suzu Labs, to dive deep into the intersection of artificial intelligence, employment...

  47. Victoria Mosby - Embracing Ideas: Overcoming Self-Doubt

    Summary In this conversation, Victoria Mosby emphasizes the importance of overcoming self-doubt and embracing new ideas. She encourages listeners to take risks and not let insecurities hold them back from pursuing opportunities for growth and learning. Takeaways Don't let it talk, don't let...

  48. Marshall Livingston: From Restaurant to Cybersecurity

    Summary In this episode of the Philip Wylie Show, host Phillip Wylie interviews Marshall Livingston, who shares his journey from the restaurant industry to cybersecurity. They discuss the importance of coding in cybersecurity, the impact of AI on the industry, and how it can be leveraged for...

  49. Edna Jonsson: From Coding to Cybersecurity

    Summary In this episode of the Philip Wylie Show, Edna Jonsson shares her journey into cybersecurity, detailing her transition from coding to becoming a SOC analyst. She discusses the importance of education, certifications, and self-study, as well as the value of community and networking in the...

  50. Anand Singh: Data Security in the Age of AI

    Summary Join Phillip Wylie as he interviews Anand Singh about his new book on AI security and the critical intersection of data protection, cybersecurity, and artificial intelligence. Anand shares his journey from working on Cray supercomputers to becoming a cybersecurity leader, and provides...

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ABOUT THIS SHOW

The Phillip Wylie Show is a premier cybersecurity podcast and media source for offensive security professionals. Hosted by Phillip Wylie, globally recognized ethical hacking expert, keynote speaker, and co-author of The Pentester Blueprint, the show features elite red team operators, penetration testers, and security leaders sharing real-world tradecraft, advanced tactics, career strategy, and insights on AI-driven cyber threats.

HOSTED BY

Phillip Wylie

CATEGORIES

Frequently Asked Questions

How many episodes does Phillip Wylie Show | Cybersecurity & Pentesting Podcast have?

Phillip Wylie Show | Cybersecurity & Pentesting Podcast currently has 193 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Phillip Wylie Show | Cybersecurity & Pentesting Podcast about?

The Phillip Wylie Show is a premier cybersecurity podcast and media source for offensive security professionals. Hosted by Phillip Wylie, globally recognized ethical hacking expert, keynote speaker, and co-author of The Pentester Blueprint, the show features elite red team operators, penetration...

How often does Phillip Wylie Show | Cybersecurity & Pentesting Podcast release new episodes?

Phillip Wylie Show | Cybersecurity & Pentesting Podcast publishes regularly with 193 episodes available. Check the episode list for the typical release schedule.

Where can I listen to Phillip Wylie Show | Cybersecurity & Pentesting Podcast?

You can listen to Phillip Wylie Show | Cybersecurity & Pentesting Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Phillip Wylie Show | Cybersecurity & Pentesting Podcast?

Phillip Wylie Show | Cybersecurity & Pentesting Podcast is created and hosted by Phillip Wylie.
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