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

Fletus Poston III: Navigating The Ever Changing Career Landscape Of Cybersecurity 04.02.2025

Summary In this episode of the Phillip Wylie Show, Phillip Wylie interviews Fletus Poston, discussing his journey in cybersecurity, the evolution of email security, and the shift to cloud technology. Fletus shares valuable advice for those looking to break into the field, emphasizing the importance of networking, mentorship, and soft skills. He also provides insights from his experience as a hirin...

Marina Ciavatta: From Journalism to Physical Pen Testing & Social Engineering 28.01.2025

Summary In this episode of the Phillip Wylie Show, Marina Ciavatta shares her unique journey into the world of physical pen testing and social engineering. From her origins in journalism to her current role as a red teamer, Marina discusses the challenges and experiences she has faced in the field. She shares thrilling stories of her pen tests, including moments of fear and unexpected encounters,...

Chris Wysopal: From L0pht to Veracode, an OG Hacker's Journey 20.01.2025

Summary In this episode of the Phillip Wylie Show, Chris Wysopal, a renowned hacker and cybersecurity expert, shares his journey from his early days of hacking to founding Veracode. He discusses the evolution of hacking culture, the importance of hands-on experience in cybersecurity, and the challenges posed by generative AI in software development. Wysopal emphasizes the need for understanding co...

STÖK: Hacking, Content Creation, and Good Vibes 09.01.2025

Summary In this episode of the Phillip Wylie Show, Stök shares his journey from a technical background in infrastructure to becoming a successful bug bounty hunter and content creator. He emphasizes the importance of communication skills in the cybersecurity field, offers tips for aspiring content creators, and discusses the significance of building a personal brand. Stök also highlights the need...

Han Kanthi: Han's Journey From Corporate to Startup 08.01.2025

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Han Kanthi, a seasoned entrepreneur and cybersecurity expert. They discuss Han's journey from the corporate world to starting his own company, the importance of data security, and how AI is transforming the cybersecurity landscape. Han shares insights on building a motivated team, the challenges of sales, and the sig...

Celina Stewart: Demystifying Cyber Risk Management 31.12.2024

Summary In this episode of the Phillip Wylie Show, Celina Stewart, Directory of Cyber Risk Management at Neuvik, discusses her journey in cybersecurity, focusing on the often-overlooked area of risk management. She emphasizes the importance of translating technical cybersecurity insights into business language, the need for diverse career paths in the field, and the value of education and certific...

SquareX CISO Series: David Malicoat & Vivek Ramachandran 25.12.2024

Summary In this episode, Phillip Wylie engages with David Malicoat and Vivek Ramachandran to discuss the evolving role of the Chief Information Security Officer (CISO) in today's cybersecurity landscape. They explore the unique challenges faced by CISOs, particularly in the context of direct marketing and data protection, the impact of AI and automation on security practices, and the limitations o...

SquareX CISO Series: Robert Pace & Vivek Ramachandran 24.12.2024

Summary In this episode, Phillip Wylie engages with Robert Pace and Vivek Ramachandran to discuss the evolving landscape of cybersecurity, particularly focusing on browser security, fraud prevention in real estate, and the challenges posed by remote work and BYOD policies. They emphasize the importance of education, transparency, and innovative solutions in addressing security threats. The convers...

Int Eighty of Dualcore: Hack All The Things 23.12.2024

Summary In this episode of the Phillip Wylie Show, Int Eighty from Dualcore shares insights into his journey in cybersecurity and music. He discusses the evolution of bug bounty programs, the importance of hands-on experience in cybersecurity education, and his personal hacker origin story. Int Eighty also delves into red teaming, physical pentesting, and career hacking strategies for aspiring pro...

Lauren Andrus: Cybersecurity Marketing Professional 17.12.2024

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie welcomes Lauren Andrus, a marketing professional and podcast producer, to discuss her journey into the world of marketing and podcasting. They explore the evolution of podcasting, the importance of video content, and the growth of HOU.SEC.CON, a cybersecurity conference that emphasizes community engagement and accessibility. Lau...

John Hammond: New Frontiers in Cybersecurity Education 10.12.2024

Summary In this episode of the Philip Wylie Show, host Phillip Wylie interviews cybersecurity expert John Hammond. They discuss John's journey into hacking, the importance of Capture the Flag competitions, and the value of training and certifications in cybersecurity. John shares insights about his new educational platform, Just Hacking Training, and emphasizes the role of content creation in adva...

Jayson E. Street: Escaping Darkness 03.12.2024

Summary In this episode of the Phillip Wylie Show, Jayson E. Street shares his journey from a troubled childhood to becoming a prominent figure in the cybersecurity community. He discusses the importance of understanding the hacker mindset, the value of starting in blue team roles before transitioning to red team positions, and the significance of empathy and kindness in both personal and professi...

Rob Allen: Defending Against Modern Threats with ThreatLocker 25.11.2024

About the Guest: Rob Allen is a seasoned cybersecurity expert currently working as the Chief Product Officer at ThreatLocker. With over 25 years of experience in the IT industry, Rob has a rich background in managing IT environments, having spent nearly two decades at an MSP (Managed Service Provider) in Ireland. He transitioned from cleaning up ransomware attacks to helping organizations actively...

Sean Metcalf: Active Directory Security 19.11.2024

Summary   In this episode of the Phillip Wylie Show, Sean Metcalf, an expert in Active Directory security, discusses his journey into cybersecurity, the evolution of Active Directory and Azure AD, and the common mistakes organizations make in cloud security. He emphasizes the importance of security assessments over penetration testing and shares insights into Trimarc's unique approach to security...

Mishaal Khan: The Evolution of OSINT in Cybersecurity 12.11.2024

Summary  In this episode of the Phillip Wylie Show, Mishaal Khan shares his journey from a curious child assembling computers to becoming an expert in OSINT and pen testing. He discusses the importance of OSINT in various fields, the transition to consulting and virtual CISO roles, and offers valuable advice for aspiring CISOs. Mishaal also highlights the impact of AI on cybersecurity and emphasiz...

Wirefall: An OG Hacker's Journey 05.11.2024

Summary  In this episode, Phillip Wylie interviews Wirefall, a veteran in the pen testing industry, discussing his journey from a curious child to a seasoned professional. They explore the evolution of pen testing tools, the impact of compliance on testing practices, and the importance of community engagement in cybersecurity. Wirefall shares insights on starting a career in pen testing, the signi...

Alyse Zavala: Rockstar Hacker 29.10.2024

Summary   In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Alyse Zavala, a cybersecurity professional and rock band vocalist. They discuss the importance of having hobbies outside of work, Alyse's journey from IT to offensive security, and her experiences in the music industry. Alyse shares valuable advice for aspiring penetration testers, insights into exploitdevelopment,...

Marcus Carey: The Legacy of Tribe of Hackers 22.10.2024

Summary In this episode, Phillip Wylie interviews Marcus Carey, a prominent figure in the cybersecurity community. They discuss the importance of living in the moment, the power of positivity, and Marcus's journey from a young nerd to a successful hacker and entrepreneur. Marcus shares his experiences in the military and how they shaped his career in cybersecurity, emphasizing the significance of...

Trey Bilbrey: From Marine to Offensive Security 15.10.2024

About The Guest: Trey Bilbrey is the Lead of SCYTHE Labs, specializing in Purple Team Exercises, Threat Emulation, Critical Infrastructure, and holistic cyber operations. Trey's 15+ years of industry experience has allowed him to become an excellent educator, defender of networks, and a cultivator of cybersecurity professionals. Prior to joining SCYTHE, Trey held positions at notable organizations...

White Knight Labs: Part 2 10.10.2024

About the Guests: Greg Hatcher and John Stigerwalt are co-founders of White Knight Labs, a boutique cybersecurity company specializing in offensive security services and advanced training programs. Greg's background includes a remarkable career as a Green Beret in the U.S. Army, transitioning into cybersecurity with a focus on penetration testing and red teaming. John's journey began with a passio...

Ryan Feder: The Resilience Factor 08.10.2024

Summary In this conversation, Ryan Feder and Phillip Wylie explore the themes of resilience, innovation, and personal growth. They discuss how challenges can be transformed into opportunities and the importance of maintaining a positive mindset in the face of adversity. The dialogue emphasizes the power of innovative thinking and the necessity of embracing change as a pathway to success. Takeaways...

Snehal Antani: A New Cybersecurity Paradigm 01.10.2024

Takeaways   ·      Snehal Antani emphasizes the importance of product obsession in leadership. ·      The transition from a bull market to a bear market requires quick strategic shifts. ·      A strong technical foundation is crucial for success in offensive security roles. ·      Certifications signal a commitment to self-improvement but are not the sole indicator of skill. ·      Bootcamps can p...

Christophe Foulon: Certifications, Are They Still Necessary? 24.09.2024

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Christophe Foulon, a cybersecurity expert and podcaster, about his journey into the cybersecurity field, the importance of self-discovery for aspiring professionals, and the evolving landscape of hiring practices in the industry. They discuss the significance of certifications, the need for internal talent developmen...

Len Noe: World's First Augmented Hacker 17.09.2024

Summary  In this episode, Len Noe, the world's first augmented ethical hacker, shares his journey into cybersecurity and his experience with body modification. He discusses his hacker origin story, his professional career, and his current work as an evangelist for CyberArk. Len also talks about his book, 'Hacked Human: My Life and Lessons,' which explores the world of augmented humans...

HOU.SEC.CON. 10.09.2024

Summary   HOU.SEC.CON is a cybersecurity conference in Texas that aims to provide opportunities for students and professionals in the industry. The conference was started in 2010 by Michael Farnum and Sam Van Ryder, who wanted to create a community for cybersecurity professionals in Houston. They initially ran the conference under the auspices of the National Information Security Group, but eventu...

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