Phillip Wylie

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.

Author

Phillip Wylie

Category

Technology

Podcast website

phillipwylieshow.com

Latest episode

Jul 7, 2026

Where to listen?

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Episodes

Kevin Woods: Why Companies MUST Invest in Junior Cyber Talent 24.06.2025

Summary In this episode of the Phillip Wylie Show, Kevin Woods from GuidePoint Security shares his unique journey into cybersecurity, emphasizing the importance of community support, hands-on experience, and investing in entry-level talent. He discusses the various paths one can take in the cybersecurity field, the value of certifications, and the role of education in preparing individuals for car...

From Military to Cybersecurity: John Rodriguez on Mentorship, Ransomware, and Building Resilient Defenses 17.06.2025

The Phillip Wylie Show episode featuring John Rodriguez from Cyber Dagger : 🔍 Episode Summary: In this episode of The Phillip Wylie Show , cybersecurity expert John Rodriguez , founder of Cyber Dagger , shares his inspiring journey from the military to launching a cybersecurity company. John dives into the critical challenges faced by educational institutions and nonprofits, the growing threat of...

Dan DeCloss: The Evolution of Cybersecurity 11.06.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Dan DeCloss, founder of PlexTrac, about his journey in cybersecurity, the evolution of pen testing, and the challenges faced in the industry. Dan shares his hacker origin story, insights on recruiting talent, and the inspiration behind PlexTrac, a tool designed to streamline the pen testing reporting process. They di...

Ashley Sequeira: The Importance of Community in Cybersecurity 10.06.2025

Summary In this episode of the Phillip Wylie Show, Ashley Sequeira shares her journey into cybersecurity, discussing her new role at Census, her hacker origin story, and the importance of community and networking in the field. She provides valuable advice for those looking to break into cybersecurity, emphasizing the need for persistence, mentorship, and the significance of understanding the geopo...

Eric Cole: From CIA to Cybersecurity 03.06.2025

Summary In this episode of the Phillip Wylie Show, Dr. Eric Cole shares his journey from a computer science student to a cybersecurity expert with a rich history at the CIA. He discusses the importance of personal branding in the cybersecurity field, the transition from offensive to defensive security, and the need for CISOs to be recognized as chief officers within organizations. Eric emphasizes...

Chris Traynor: Hack Your Way Into a Cyber Security Career 27.05.2025

Summary In this episode of the Phillip Wylie Show, Chris Traynor shares his journey into the cybersecurity field, discussing his hacker origin story, the impact of post-breach opportunities, and the nuances of breaking into offensive security. He emphasizes the importance of hands-on experience, the role of certifications, and shares engaging stories from his pen testing career. Chris also provide...

From Hacking to Entrepreneurship: The PhantomSec Story 20.05.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie engages with cybersecurity experts Grant Smith and Justin Perez, exploring their unique journeys into the world of hacking and cybersecurity. The conversation delves into their origins as hackers, the founding of their company PhantomSec, and the innovative techniques they are developing for EDR evasion. They discuss the importa...

Luke McOmie: Pyr0's Red Team Journey 13.05.2025

Summary In this episode of the Phillip Wylie Show, Phillip Wylie interviews Luke McOmie, also known as Pyro, a prominent figure in the hacker and cybersecurity community. They discuss the value of smaller conferences, Luke's journey into hacking, memorable red teaming experiences, and the importance of community engagement in the cybersecurity field. Luke shares insights on getting started in...

Evan Dornbush: Desired Effect 06.05.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Evan Dornbush, a seasoned cybersecurity professional with a rich history in the field. They discuss Evan's journey from a summer internship focused on cybercrime to his work with the NSA and his entrepreneurial ventures in cybersecurity. The conversation delves into the challenges of hiring in tech, the importance of...

Tim Fowler: Space Security The Final Cyber Frontier 02.05.2025

Summary In this episode of the Phillip Wylie Show, Tim Fowler discusses the importance of networking and community in the cybersecurity field. He emphasizes the value of continuous learning, mentorship, and sharing knowledge to foster growth within the industry. Tim also shares his personal journey into cybersecurity, highlighting the significance of relationships and the evolving landscape of spa...

Gerald Auger PhD: Transform Your Cybersecurity Career with Community 29.04.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Gerald Auger from Simply Cyber about his journey in cybersecurity, the importance of community building, and the role of personal branding in career advancement. They discuss Gerry's transition from software engineering to Governance, Risk, and Compliance (GRC), the impact of AI in GRC, and the significance of engagi...

Bdubzz: Building Connections in Cybersecurity 22.04.2025

Summary In this episode of the Phillip Wylie Show, Phillip Wylie interviews Bdubzz, a member of the cybersecurity community who shares his journey from a curious child to a professional in application security. Bdubzz discusses the importance of networking, community engagement, and personal branding in the cybersecurity field. He emphasizes the value of volunteering, public speaking, and content...

Patrick Laverty: Layer 8 22.04.2025

Summary In this episode of the Phillip Wylie Show, Patrick Laverty shares his unique journey into the cybersecurity field, emphasizing the diverse backgrounds of professionals in the industry. He discusses the importance of foundational skills, networking, and certifications for those looking to break into penetration testing. The conversation also highlights the significance of social engineering...

Jeff Caruso: Inside Cyber Warfare 08.04.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Jeff Caruso, an expert in cyber warfare and author of a book on the subject. They discuss Jeff's unique background, including his experience in the Coast Guard and his transition into the world of cybersecurity. The conversation delves into the evolution of cyber warfare, the integration of information warfare, and th...

Syntax976: From Curiosity to Cybersecurity 01.04.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie engages in a conversation with Syntax, a prominent figure in the hacker community. They discuss their connection through social media, the vibrant hacker culture, and Syntax's personal journey into hacking, which began at a young age. The conversation explores the evolution of the hacker community, emphasizing inclusivity and di...

Mike Lisi: Mike Hacks Things 25.03.2025

Summary In this episode of the Phillip Wylie Show, Phillip Wylie and Michael Lisi discuss their backgrounds in hacking and penetration testing, the importance of diverse experiences in the tech field, and the value of certifications like OSCP. They also explore pathways into offensive security, the mission of the Red Team Village, and the role of Capture The Flag (CTF) competitions in learning. Th...

Joe Vest: OG Red Teamer 18.03.2025

Summary In this episode of the Phillip Wylie Show, Joe Vest shares his extensive journey in the cybersecurity field, from his early days in IT to becoming a prominent figure in red teaming. He discusses the evolution of red teaming, the differences between red teaming and penetration testing, and the importance of understanding technology fundamentals for aspiring security professionals. Joe also...

Jorge Reyes: From Atmospheric Sciences to Cybersecurity 12.03.2025

Summary In this episode of the Phillip Wylie Show, Jorge Reyes shares his journey into cybersecurity, discussing his background in atmospheric sciences, the importance of mentorship, and the value of teaching. He emphasizes the significance of hands-on experience, the necessity of understanding different domains within cybersecurity, and the importance of networking. Jorge also provides practical...

My Zero Trust World 25 Hacking Labs Experience 05.03.2025

In this video, I discuss the hands-on hacking labs from ThreatLocker' Zero Trust World 25.

Naveen Sunkavally: From Software Engineering to Pentest Automation 04.03.2025

Summary In this episode of the Phillip Wylie Show, Naveen Sunkavally shares his unique journey from software engineering to offensive security. He discusses his experiences at Horizon3.ai, the importance of coding in cybersecurity, and the evolving role of automation and AI in pen testing. Naveen emphasizes the need for a solid foundation in IT and development for those looking to break into cyber...

My ZeroTrust World 2025 Experience 01.03.2025

Last week, I had a great time at  ThreatLocker  's Zero Trust World 25. In this video, I share my experience attending the event.

Nicholas DiCola: Micro-Segmentation: A Game Changer in Network Security 28.02.2025

Summary In this episode of the Philip Wylie Show, host Phillip Wylie interviews Nicholas DiCola from Zero Networks, exploring his background in cybersecurity, the importance of foundational IT skills, and the innovative solutions offered by Zero Networks in the realm of micro-segmentation and zero trust networks. The conversation delves into the challenges of traditional security measures, the eff...

Lesley Carhart: ICS DFIR Expert 25.02.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with cybersecurity expert Lesley Carhart about her journey into the field, the importance of community and mentorship, and the unique challenges of working in industrial control systems (ICS) forensics. Leslie shares her hacker origin story, discusses the complexities of ICS security, and recounts a fascinating case study...

Eva Benn: The Power of Resilience in Cybersecurity 18.02.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Eva Benn, a leader in the cybersecurity field. Eva shares her inspiring journey from a disadvantaged background in Bulgaria to leading the Microsoft Red Team. She discusses the importance of resilience, the role of gaming in developing cybersecurity skills, and offers valuable advice for aspiring professionals in the...

NahamSec: Hacker, Content Creator, Pentester, Trainer 12.02.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie interviews Ben Sadeghipour, known as NahamSec, a prominent figure in the bug bounty community. They discuss NahamSec's journey into hacking, his achievements in bug bounties, and the importance of personal branding and content creation in the cybersecurity field. NahamSec shares insights on transitioning from part-time to fu...

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