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PODCAST

Phillip Wylie Show

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.

technology

All Episodes

00:28:06

From War Driving to Counter-Surveillance with Colonel...

Phillip Wylie Show ·

2026/10/06

License plate readers, police drones and fake cell towers are spreading fast, and two hackers are proving that anyone can detect them with about ten dollars of hardware and some open source firmware.Colonel Panic is a malware researcher and hardware builder whose hacking started with AOL dial-up and stacks of 2600 Magazine. After years in restaurants and grocery retail, he went back to school during COVID, earned his certs and turned his love of rapid prototyping into privacy tools like OUI Spy

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00:31:18

Drones, RF, and the Hacker Mindset with Luke Canfield

Phillip Wylie Show ·

2026/09/29

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 Reconnaissance Drone Consulting, teaching people about a threat surface most of the security world still isn't looking at.Phillip and Luke met at KernelCon, and this conversation is a

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00:31:00

From Law Degree to AI Cyber Defense with Zack Korman

Phillip Wylie Show ·

2026/09/22

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 take on the current AI moment worth hearing.Based in Norway, Zack got into code to win an argument with a professor, worked his way up to running a media company's tech department, then spent four and a half years

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00:42:13

Cloud Security, Shadow IT, and Breaking Into the...

Phillip Wylie Show ·

2026/09/15

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 a large enterprise operating across multiple clouds, and he came up through the professional cloud world during his time at AWS. He is also a longtime fixture in the hacker community,

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00:33:51

From Cyber Warfare to AI-Powered Defense with Dave...

Phillip Wylie Show ·

2026/09/08

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.Dave is the founder of TrustedSec and Binary Defense. He got his start on the military intelligence side as a U.S. Marine in cyber warfare. He is a well-known name in the cybersecurity community through his work

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00:35:18

Vulnerability Research, AI Slop, and Why Fundamentals...

Phillip Wylie Show ·

2026/09/01

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 Institute's Offensive Operations program, where he has spent more than 15 years as an author and instructor, and he is a co-founder of Off by One Security. He is a longtime

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00:29:56

Purple Teaming with Sarah Hume: Turning Threat...

Phillip Wylie Show ·

2026/08/25

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 Advisors. Her path into cybersecurity started with a single week at a summer camp at Dakota State University, which her dad talked her into

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00:41:40

From English Teacher to OSINT Investigator: Lindsey...

Phillip Wylie Show ·

2026/08/18

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 degree in education administration along with certifications in teaching English as a second language, where she specialized in helping immigrant students

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00:23:54

AI, Automation, and the Future of Penetration Testing...

Phillip Wylie Show ·

2026/08/11

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 how having one of his own accounts compromised led him to investigate the

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00:27:48

From First-Generation Graduate to DEF CON Speaker:...

Phillip Wylie Show ·

2026/08/04

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 eventually speaking at DEF CON and earning his first National Cyber League challenge coin. Along the way, he discusses the value of

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00:27:34

Casey Smith (SubTee): Living Off the Land, Deception...

Phillip Wylie Show ·

2026/07/28

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 from systems administration into security through application testing and enterprise security projects before becoming

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00:27:04

The Future of Detection Engineering with Alex Hurtado

Phillip Wylie Show ·

2026/07/22

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.Alex shares how she went from monitoring enterprise networks early in her career to helping organizations improve their detection capabilities, tune

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00:30:56

From Curiosity to Zero Days: Milton Valencia...

Phillip Wylie Show ·

2026/07/15

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 discovering zero-day vulnerabilities and working on elite offensive security teams.Milton discusses overcoming adversity,

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00:32:54

From BBS to Mastering Red Team Operations with Mike...

Phillip Wylie Show ·

2026/07/07

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 approach to offensive security and why understanding both attack and defense is critical for today's cybersecurity professionals.The conversation

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00:44:09

From Phone Phreaking to Cloud Security: Jason...

Phillip Wylie Show ·

2026/07/02

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:

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00:58:46

Ridge Security in the Real World: An Offensive...

Phillip Wylie Show ·

2026/06/23

## How AI-Powered Penetration Testing Is Transforming Security Validation with Andy Simpson**Sponsored by Ridge Security**In this sponsored episode of The Phillip Wylie Show, Phillip Wylie welcomes Andy Simpson, founder of Cipher Security, for an in-depth discussion about the future of penetration testing, continuous security validation, API security, and the growing role of AI in offensive security.What makes this conversation unique is that Andy is not a Ridge Security employee. As a cybersecurity

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00:30:47

From Hacker to Medical Device Pentester: Sean...

Phillip Wylie Show ·

2026/06/17

What happens when hacking moves beyond computers and into devices that can keep people alive?In this episode of The Phillip Wylie Show, Phillip Wylie welcomes Sean Satterlee to discuss the rapidly growing field of medical device security. Sean explains how security researchers evaluate connected healthcare technology, the skills needed to transition into hardware hacking, and why traditional pentesting knowledge is still incredibly valuable in the world of embedded systems.From Wireshark and

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00:23:33

From Mischief to Mastery: Christian Gonzalez's...

Phillip Wylie Show ·

2026/06/09

In this episode of The Phillip Wylie Show, Phillip sits down with longtime friend, former student, and offensive security professional Christian Gonzalez. Christian shares his journey from curious teenager and network engineer to penetration tester, mobile application security specialist, and AI security researcher. The conversation explores career growth, certifications, AI security, and how aspiring pentesters can stay relevant in an increasingly competitive cybersecurity

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00:32:08

Creating Content That Matters: Cybersecurity,...

Phillip Wylie Show ·

2026/06/02

In this episode of The Phillip Wylie Show, Phillip Wylie welcomes back cybersecurity leader, content creator, and self-described "Cybersecurity Bestie," Eva Benn. Eva shares her journey from growing up in rural Bulgaria with no access to technology to becoming a cybersecurity leader, red team professional, and influential content creator. The conversation explores how cybersecurity professionals can leverage content creation to educate others, grow their careers, and make a meaningful

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00:27:52

Jeremiah Grossman: The Future of Vulnerability...

Phillip Wylie Show ·

2026/05/26

In this episode of The Phillip Wylie Show, Phillip Wylie sits down with legendary application security pioneer and entrepreneur Jeremiah Grossman to discuss the evolution of web security, vulnerability management, cyber insurance, AI-driven software development, and the future of offensive security.Jeremiah shares his hacker origin story, from hacking his ISP as a teenager to discovering vulnerabilities in Yahoo Mail during the early days of the web. That experience eventually led him to Yahoo and

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219 results

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