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, and today he runs…

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…

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 security tower for…

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.…

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 curriculum lead for SANS…

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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 question. Sarah leads the Purple Team program at Security Risk…

Phillip is a passionate offensive security professional with over 28 years of information technology and cybersecurity experience. His specialties include penetration testing and application security....

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 school English teacher and holds a master’s…

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 vulnerabilities.Herman shares his unconventional journey from quality assurance and software development into cybersecurity, including…

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 being inspired by *The Matrix* and DEF CON videos as a teenager to…

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 effective defensive strategies in today’s threat landscape. Casey shares how he transitioned…

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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 specialty is becoming essential for modern security teams.…

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 remarkable journey that took him from a curious student fascinated by hacking to…

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 networking and enterprise infrastructure helped shape his…

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:LinkedIn – https://linkedin.com/in/jasonfaulheferX – https://x.com/jasonfaulhefer========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie========================= I’m excited to…

About The Guest:Tib3rius is a penetration tester with over ten years of experience, specializing in web application security. He is the creator of the popular tool Autorecon, which is widely used for enumeration in the OSCP exam and CTF challenges. Tib3rius also offers courses on Udemy and Hackers Academy, focusing on privilege escalation techniques for…

About The Guest:Shenetworks is a content creator and cybersecurity professional known for her educational videos on TikTok. She has built a following by sharing technical content and leveraging various social media platforms to educate and engage with the cybersecurity community. Summary:Shenetworks discusses her journey as a content creator and how she has leveraged brand building…

About The Guest:Jessica Barker is a cybersecurity expert and co-founder of Cygenta, a company that focuses on the human, technical, and physical aspects of cybersecurity. With a background in sociology and civic design, Jessica brings a unique perspective to the field of cybersecurity. She is the co-author of “Cybersecurity ABCs” and “Confident Cybersecurity,” and is…

About The Guest:Lilly Chalupowski, also known as Cerberus, is a malware reverse engineer specializing in criminal malware. She has extensive experience in analyzing various malware families and has developed open-source projects to aid in the detection and extraction of intelligence from malware. Lilly is also a talented musician and often incorporates guitar playing into her…

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 passion for digital forensics, and the day-to-day responsibilities…

Summary In this episode of the Phillip Wylie Show, host Phillip Wylie speaks with Casey Camilleri about the evolution of offensive security, the importance of continuous penetration testing, and the role of automation and AI in the cybersecurity landscape. They discuss Casey’s hacker origin story, the shift in mindset required for modern security practices, and…

About The Guest: Jason Downey is a pen tester at Red Siege, a boutique pen testing firm. He has been in the industry for almost three years and specializes in network pen testing, social engineering, and physical assessments. Jason has a background in network administration and security, and he is passionate about sharing his knowledge…

About The Guest: Jake is a cybersecurity professional with a background in system administration. He has a deep understanding of Active Directory security and is currently the Active Directory Security Assessment Service Lead at Trimarc. Jake is also the head developer of the open-source tool Locksmith, which focuses on Active Directory Certificate Services misconfigurations. Summary:…

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 practical frameworks for organizations adopting AI securely. Takeaways AI can be a…

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…

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…

About The Guest:Ira Winkler is a renowned cybersecurity expert with over 30 years of industry experience. He started his career at the National Security Agency (NSA) and has since held various roles in the field of cybersecurity, including chief security strategist at HP and chief security architect at Walmart. He is currently the CISO at…

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 background in political…

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 ultimately launching her own cybersecurity and investigations business, Marie shares a candid…

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…

About The Guest Olivia Gallucci is a junior at the Rochester Institute of Technology and an expert in offensive security and content creation. She has worked in various offensive roles, including pen testing and red teaming, and has also done freelance work in the field. Olivia is passionate about open source software and has contributed…

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…

About The Guest:Katie Paxton-Fear, also known as Insider PhD, is a content creator and educator in the field of cybersecurity. With a background in software engineering, Katie creates high-quality videos on her YouTube channel that cover various topics related to web security and bug bounty hunting. She is known for her detailed and comprehensive approach…

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, highlighting how a conversation about salaries led him to pursue…

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 engineering attacks…

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…

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…

About The Guest:Diamond Forbes is a security engineer at Google with over eight years of experience in the field. He started his career in the Army National Guard as an IT specialist and network engineer. Diamond has worked in various roles, including help desk, system admin, and senior network engineer. He has a passion for…