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

Matt Johansen: Vulnerability and Mental Health in Cybersecurity. 02.04.2024

About the Guest: Matt Johanson, known as Matt J, is a seasoned cybersecurity professional and an active content creator within the industry. With a rich background that spans across various facets of cybersecurity, Matt's expertise ranges from practical experience in offensive security to leadership roles in software security. His journey began with computer programming in high school, followe...

Michael Kim: DJ turned Red Teamer 26.03.2024

About the Guest: Michael Kim is a seasoned professional in the realm of offensive security, boasting an extensive background in red teaming and penetration testing. Throughout his dynamic career, Michael has contributed his expertise to a variety of organizations, which enables him to offer a unique perspective on cybersecurity. Prior to diving into the security field, Michael followed his passion...

Be Fearless Online: In Browser Malicious File Detection Part 4 26.03.2024

About the Guest: Shourya Pratap Singh is a Principal Engineer at SquareX. He is responsible for building SquareX’s secure and privacy-focused extension, and works on researching methods to counteract web security risks. He has conducted a workshop at Texas Cyber Summit, and his work is being presented at Blackhat Arsenal EU. Before joining ⁠ SquareX⁠, he worked with FinBox (an Indian fintech) wher...

Be Fearless Online: In Browser Malicious File Detection Part 3 21.03.2024

About the Guest: Jeswin Mathai is the Chief Architect at SquareX. He leads the team responsible for designing and implementing the Infrastructure. Prior to joining SquareX, He was working as the chief architect at INE. He has published his work at DEFCON China, RootCon, Blackhat Arsenal, and Demo Labs (DEFCON). He has also been a co-trainer in-classroom training conducted at Black Hat Asia, HITB,...

Cecile Mengue: From Hacked to Hacker 20.03.2024

About the Guest: Cecile Mengue is a dynamic and inspiring penetration tester with a background that diverges from the traditional cybersecurity pathway. Her journey into the realm of cybersecurity was spurred by a personal experience involving cybercrime, which led her to pivot from her degree in criminal justice to pursuing a career in penetration testing. Demonstrating an entrepreneurial spirit...

Mariana Padilla: Building Relationships and Networking in Cybersecurity 12.03.2024

About the Guest: Mariana Padilla is a cybersecurity professional with a background in marketing and a keen focus on storytelling as a powerful tool. With an unexpected foray into the cybersecurity world, she has found her niche and currently serves as a co-founder, and CEO of a company pioneering in creating an automated demo marketplace for cybersecurity software. She brings a wealth of experienc...

Justin Elze: A CTO's Offensive Security Insights 05.03.2024

About the Guest: Justin Elze is the CTO of TrustedSec, a highly acclaimed cybersecurity company. With over 14 years of industry experience, Justin is an expert in the field of offensive security, especially in the domain of red teaming and penetration testing. His extensive knowledge extends over several facets of cybersecurity, from system engineering to research. At TrustedSec, he also oversees...

Cathy Ullman: The Power of Active Defense 27.02.2024

About the Guest: Cathy Ullman, known in the cybersecurity community as Investigator Chick, boasts an impressive 24-year tenure at the University of Buffalo where her expertise spans across digital forensics and incident response. She has not only made a mark with her significant work in tech support but also holds a leadership position in organizing significant conference events such as summer cam...

Andy Liverman Anderson: Scaling Cybersecurity Functions with AI 20.02.2024

About the Guest: Andy Liverman Anderson is a seasoned professional with a diverse background spanning real estate, Wall Street, and cybersecurity. With nearly a decade dedicated to the field of cybersecurity, Andy brings a wealth of experience and knowledge to the industry. As a history major, he leverages his unique perspective to analyze the intricacies of cybersecurity's geopolitical landsc...

Be Fearless Online: In Browser Malicious File Detection Part 2 13.02.2024

About the Guest: Dakshitaa Babu is a Software Engineer at SquareX , where she is engaged in data engineering and analytics. She is also the pen behind the engineering blogs written on SquareX's infrastructure and security research. After completing her Bachelor's degree at the National University of Singapore, Dakshitaa joined SquareX, marking her foray into the cybersecurity industry. Whi...

Michael Jenks: Lessons from a Former DoD Professional 13.02.2024

About the Guest: Michael Jenks, commonly referred to as "Jenks," is an esteemed figure with an extensive background in the Department of Defense (DoD). With a penchant for cybersecurity and a wealth of experience in cyber warfare, Jenks offers a valuable skill set that has been honed in high-stakes environments where precision and accuracy are paramount. Having started his journey in com...

Be Fearless Online: In Browser Malicious File Detection Part 1 09.02.2024

About the Guest: Jeswin Mathai is the Chief Architect at SquareX. He leads the team responsible for designing and implementing the Infrastructure. Prior to joining SquareX, He was working as the chief architect at INE. He has published his work at DEFCON China, RootCon, Blackhat Arsenal, and Demo Labs (DEFCON). He has also been a co-trainer in-classroom training conducted at Black Hat Asia, HITB,...

Chris Glanden, Kevin Pentecost, & Jason Popillion: Welcome to The Circus 05.02.2024

About the Guests: Kevin Pentecost and Jason Papillon  are the dynamic duo behind the engaging podcast Cyber Distortion. They share a strong history of creating content that delves deep into the cybersecurity world, aiming to educate and inform a wide audience about offensive and defensive strategies within the industry. Kevin brings in his expertise in graphic design, while Jason focuses on the co...

Jason Haddix: A Conversation on AI, Bug Bounty, and Red Teaming 30.01.2024

About the Guest: Jason Haddix is a seasoned cybersecurity professional with a wealth of experience spanning over two decades in the field. Recognized for his insightful contributions to ethical hacking communities, he's penned informative articles, engaged in content creation, and previously held the title of top hunter at Bugcrowd in 2016. Jason has contributed his expertise to several organi...

Bryson Bort: From Red to Purple: The Evolution of Cybersecurity 23.01.2024

About the Guest: Bryson Bort  is a recognized information security expert, founder, and entrepreneur with extensive experience in the cybersecurity field. Bryson is the founder and CEO of Scythe, a cybersecurity company known for creating a platform that enables security teams to build and emulate real-world adversarial campaigns in a safe manner. He has a rich background, having grown up in Germa...

Unleash Your Personal Brand & Master Professional Networking! 20.01.2024

About the Guest: Phillip Wylie is a seasoned professional in the cybersecurity field, recognized for his expertise in offensive security and personal branding. With a career marked by actively sharing his insights at conferences like DEF CON, Phillip engages deeply with the community to foster networking and personal growth. As a speaker and advocate, he guides others in diversifying their connect...

Andy Thompson: Journey From It To Offensive Security Research Evangelist 16.01.2024

About The Guest: Andy Thompson, also known as Rainmaker, is a cybersecurity professional and a research evangelist at CyberArk. With over 20 years of experience in the industry, Andy has a background in systems administration and website design. He is an active member of the cybersecurity community and is heavily involved in the Dallas Hackers Association (DHA), where he serves as the MC and co-or...

Reanna Schultz: Tips on Breaking into Cybersecurity and Public Speaking 09.01.2024

About The Guest:Reanna Shultz is a cybersecurity professional who currently works in a security operations center. She has a diverse background, having initially pursued a career in criminal justice before discovering her passion for cybersecurity. Reanna is an experienced public speaker and is actively involved in the cybersecurity community. Summary:Reanna Shultz shares her journey into cybersec...

Cheryl Biswas: From Political Science Major to Cyber Threat Intelligence 02.01.2024

About The Guest: Cheryl Biswas is a cybersecurity professional with a background in political science. She currently works in cyber threat intelligence, protecting a big bank against cybercrime and state-sponsored adversaries. Cheryl is passionate about the intersection of politics, economics, and technology in the cybersecurity field. Summary: Cheryl Biswas, a cybersecurity professional with a ba...

Chris Marks: From Network Technician to Security Management 25.12.2023

About The Guest: Chris Marks is a cybersecurity professional with a background in engineering and architecture. He has worked in various roles in the cybersecurity field, including system engineer, senior analyst, and security manager. Chris is passionate about helping others enter the cybersecurity industry and is involved in mentoring and advising students at community colleges and universities....

Be Fearless Online: Protect Yourself Online with SquareX URL Safety Features 23.12.2023

About The Guest: Shourya Pratap Singh is a Principal Engineer at SquareX. He is responsible for building SquareX’s secure and privacy-focused extension, and works on researching methods to counteract web security risks. He has conducted a workshop in Texas Cyber Summit, and his work is being presented at Blackhat Arsenal EU. Before joining SquareX, he worked with FinBox (an Indian fintech) where h...

Be Fearless Online: SquareX Introduces Disposable Emails to Combat Spam and Phishing Attacks 23.12.2023

About The Guest: Dakshitaa Babu is a Software Engineer at SquareX, where she is engaged in data engineering and analytics. She is also the pen behind the engineering blogs written on SquareX's infrastructure and security research. After completing her Bachelor's degree at the National University of Singapore, Dakshitaa joined SquareX, marking her foray into the cybersecurity industry. Whil...

Justin "Hutch" Hutchens: AI's Impact on Cybersecurity 20.12.2023

Summary: In this episode of the Phillip Wylie Show, Phillip interviews Justin "Hutch" Hutchens, an offensive security professional and author of "The Language of Deception: Weaponizing Next Generation AI." They discuss the emerging risks and opportunities of artificial intelligence (AI) in the cybersecurity space. Justin shares his experiences with using AI to automate social e...

Be Fearless Online: Safely Deal with Files Online with SquareX 20.12.2023

About The Guest: Shourya Pratap Singh is a Principal Engineer at SquareX. He is responsible for building SquareX’s secure and privacy-focused extension, and works on researching methods to counteract web security risks. He has conducted a workshop at Texas Cyber Summit, and his work is being presented at Blackhat Arsenal EU. Before joining  @SquareXTeam  , he worked with FinBox (an Indian fintech)...

Andy Robbins: The Evolution of Bloodhound 19.12.2023

About The Guest: Andy Robbins is the Principal Product Architect at SpecterOps and one of the original 13 founding members of the company. He has a background in pen testing and red teaming and is the co-creator of Bloodhound, a popular open-source tool for attack path mapping in Active Directory environments. Summary: Andy Robbins, the Principal Product Architect at SpecterOps, joins host Phillip...

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