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PODCAST

Phillip Wylie Show | Cybersecurity & Pentesting Podcast

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.

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All Episodes

00:33:07

From Pro Wrestler to Pentester: My Cybersecurity...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/04/08

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 construction jobs to becoming a penetration tester, security evangelist, author, and podcast host.If you're trying to break into cybersecurity, transition from IT, or wondering if it's too late to start,

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00:31:58

Jamy Casteel: From Small Town IT to Offensive Security

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/03/31

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 sparked his interest in security and shaped his career path.The conversation explores the differences between pentesting and red teaming, the value of consulting experience, and why understanding business risk

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00:47:42

Travis Stein: Mastering Cybersecurity: Hands-On...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/03/24

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 roles into cybersecurity engineering and offers actionable advice for aspiring professionals looking to stand out in a competitive field.The conversation highlights the importance of hands-on experience,

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00:40:22

Gregory Carpenter: Beyond the Network | Threat...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/03/17

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 and unconventional problem solving into work involving digital security, NSA operations, and space-related missions.The conversation dives into what effective threat modeling really looks like and why too

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00:28:55

Allie Mellen: Code War

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/03/10

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 hacker mindset. Allie also emphasizes the need for clear communication in cybersecurity for non-technical audiences and provides advice on selecting cybersecurity products. Additionally, she introduces her new

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00:31:39

Eve Maler: The Evolution of Identity Security

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/03/03

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 authentication methods, and the impact of AI on identity management. Eve also shares insights from her upcoming book on digital identity, emphasizing the need for a user-centric approach to

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00:33:50

Sudhanshu Chauhan: Navigating the New Landscape of...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/02/24

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 the need for security professionals to adapt to these changes and explore innovative approaches to penetration testing and security measures.========================= Connect with Sudhanshu

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00:43:48

Dorota Kozlowska: Empowering Women in Cybersecurity

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/02/17

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 passion for pen testing, and her commitment to empowering other women in tech through her podcast, 'The Woman in Red.' Dorota emphasizes the importance of personal branding, continuous learning, and the

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00:27:34

Keelan Knox: Breaking Things to Building Defenses

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/02/10

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 and cybersecurity. He emphasizes the importance of social engineering in the field and how it became a natural skill for him. The conversation delves into Keelan's educational background, his diverse roles

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00:29:27

Building CYBR.SEC.Community with Michael Farnum & Sam...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/02/03

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 cybersecurity movement.The conversation covers the expansion of CYBR.SEC.Community to include OT.SEC.CON, EXEC.SEC.CON, YOUTH.SEC.CON, CYBR.HAK.CON, and CYBR.SEC.Media, the community’s media platform focused on

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00:30:33

Travis Weathers: From Military to Physical Security...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/01/27

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 importance of specialized training, the differences between red teaming and traditional pen testing, and offers valuable advice for those looking to advance their careers in cybersecurity. The conversation also

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00:44:45

Unpacking Cybersecurity: Stories from the Cyber...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/01/20

SummaryIn 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, highlighting how a conversation about salaries led him to pursue Microsoft certifications and a long-standing career in technology. Jason recounts his early fascination with technology, from building science projects

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00:37:14

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

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/01/13

SummaryIn 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 covers the importance of human involvement in cybersecurity, innovative threat modeling techniques, and the role of AI in augmenting the capabilities of security professionals. Shubham emphasizes the need

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34:03

Ron Eddings: Hacker to Podcaster

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2026/01/06

SummaryIn 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 the importance of video and audio quality in content creation, the role of AI in cybersecurity, and the future of jobs in the industry. Ron shares insights on tools for penetration testing and the impact of AI

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33:50

Chris Glanden: The Power of Content in Cybersecurity

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/12/07

SummaryIn 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 on public speaking, community engagement through events like the Lone Star Cyber Circus, and advice for aspiring podcasters. Chris shares insights on the importance of storytelling in cybersecurity and the

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01:07:51

Gideon Rasmussen: Preparing for Promotion in...

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/11/28

SummaryIn 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 advancement.TakeawaysKnow what your areas of professional development are.Pursue your professional development actively.Prove yourself ready for promotion now.No one will provide a clear path to

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30:56

Christopher Russell: Balancing Skills in Cybersecurity

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/11/25

SummaryIn 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 their roles. Russell highlights that a successful CISO must not only be technically proficient but also understand how security tools can support and enhance business operations.TakeawaysBeing well-rounded is

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28:58

Ted Harrington: Demystifying the Hacker Mindset

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/11/17

SummaryIn 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 the hacker mindset can be applied beyond technology. Ted shares his personal journey into the world of hacking, the motivation behind his new book, and offers insights on building a personal brand in the

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31:58

Bat: The Evolution of a Threat Hunter

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/11/10

SummaryIn 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 passion for digital forensics, and the day-to-day responsibilities of a threat hunter. The conversation also touches on the importance of education, certifications, and the evolving role of AI in

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30:30

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

Phillip Wylie Show | Cybersecurity & Pentesting... ·

2025/11/03

AI Won't Take Your Job - If You Learn This | Cybersecurity & Employment in the AI EraIs 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 security, and the future of cybersecurity. Learn why adapting to AI is crucial for your career survival and discover how to make yourself invaluable in an AI-driven workforce. From Suzu Labs' cutting-edge

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194 results

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