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Phillip Wylie Show

Phillip Wylie
Cybersecurity
Penetration Testing
Offensive Security
Networking
Personal Branding
Hacking
Red Teaming
Social Engineering
Artificial Intelligence
Content Creation
Mentorship
Podcasting
Ethical Hacking
Bug Bounty
Threatlocker
Job Market
Soft Skills
Hack the Box
Ransomware
Certifications

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 ins... more

PublishesWeeklyEpisodes207Founded3 years ago
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Technology

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Artwork for Phillip Wylie Show

Latest Episodes

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 ... more

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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 commit... more

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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. Alon... more

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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.

===============... more

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## 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-... more

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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 expla... more

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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... more

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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 t... more

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Recent Guests

Mike Ortiz
Red Team operator and threat emulation expert; works on Red Teaming and defense at high-security environments
Department of State (Red Team)
Episode: From BBS to Mastering Red Team Operations with Mike Ortiz
Jason Faulhefer
Cybersecurity consultant and co-founder of Threat Spire
Threat Spire
Episode: From Phone Phreaking to Cloud Security: Jason Faulhefer's Cyber Journey
Andy Simpson
Consultant and user of Ridge Security tools
Cipher Security
Episode: Ridge Security in the Real World: An Offensive Security Practitioner's Perspective
Sean Satterlee
Senior principal consultant focusing on medical device pentesting
Current employer (unnamed in transcript)
Episode: From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology
Christian Gonzalez
Cybersecurity professional with a background in pentesting and red teaming
Episode: From Mischief to Mastery: Christian Gonzalez's Cybersecurity Journey
Jeremiah Grossman
Founder of WhiteHat Security
WhiteHat Security
Episode: Jeremiah Grossman: The Future of Vulnerability Management
Ed Skoudis
Avid cybersecurity educator and founder of CounterHack; former Bellcore incident response professional
CounterHack
Episode: Hacking Then and Now: Ed Skoudis on AI, Pen Testing, and the Future of Cybersecurity
Winn Schwartau
Cybersecurity expert and author discussing hacker origin and cognitive security
Cognitive Security Institute / CyberCircus Network
Episode: Winn Schwartau: Hacker Culture, Cognitive Security, and the Human Element
Zach Tackett
Penetration tester at Secure Ideas
Secure Ideas
Episode: Zach Tackett: How Hands-On Experience and Networking Open Doors in Cybersecurity

Host

Phillip Wylie
Host of The Phillip Wylie Show | Cybersecurity & Pentesting Podcast; cybersecurity expert and educator

Top Technology Podcasts

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Tomorrow, TodayShekhar Natarajan
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AcquiredBen Gilbert and David Rosenthal
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Hard ForkThe New York Times
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The Room PodcastClaudia Laurie and Madison McIlwain
Eye On A.I.
Eye On A.I.Craig S. Smith
Building AI Boston
Building AI BostonBuilding AI Boston

Talking Points

Recent interactions between the hosts and their guests.

From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology
Q: How do you handle interactions with developers and regulators during testing?
The approach involves clear communication about regulatory requirements, building rapport with developers to guide testing toward practical, testable outcomes, and documenting the delta between iterations to avoid destructive, unfocused testing while achieving measurable remediation.
From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology
Q: What would someone need to do to transition into medical device pentesting from traditional pentesting?
The basics from web apps and networks remain relevant, with added emphasis on hardware, RF, and protocol analysis. Gaps include sub-gigahertz RF, hardware interfaces (JTAG, UART), and understanding device firmware. Practical advice includes gaining hands-on hardware experience, learning to read voltages, and using affordable tools for at-home exploration.
From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology
Q: Before we get too far into it, could you share your hacker origin story and how you ended up in medical device security?
Sean describes starting in the 1990s with a troubled path that led to risk and law enforcement involvement, eventually moving into proper security roles and gradually shifting toward medical devices through threat modeling and pentesting, driven by curiosity and a desire for a more challenging, non-prescriptive approach.
Creating Content That Matters: Cybersecurity, Authenticity, and Building Your Brand with Eva Benn
Q: What advice do you have for someone starting out with content creation, especially around equipment and setup?
She advocates starting with low-cost gear, filming from a phone, and upgrading only as needed; focus on value to the audience, and use simple setups to reduce friction as you learn.
Creating Content That Matters: Cybersecurity, Authenticity, and Building Your Brand with Eva Benn
Q: What gets you interested in content creation, and what's your approach to making content valuable?
Eva discusses starting as a joke, the importance of authentic, helpful content, avoiding paywalls, and using a combination of AI-assisted prep with strong human judgment to deliver practical, credible guidance.

Audience Metrics

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Frequently Asked Questions About Phillip Wylie Show

What is Phillip Wylie Show about and what kind of topics does it cover?

The show centers on high-skill offensive security topics, practical tradecraft, and career strategies in cybersecurity, with frequent discussions of vulnerability management, AI-driven threats, red teaming, and real-world pentesting workflows. Episodes feature seasoned practitioners, educators, and industry leaders who share deep technical insights, hands-on techniques, and personal career journeys—often tying technical concepts to business risk, regulatory implications, and evolving cyber threats. A notable strength is the emphasis on actionable tradecraft and career development within a security-focused ecosystem, making it a strong fit for listeners who want to translate complex security topics into practical, client-impactful takeaways.... more

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Which podcasts are similar to Phillip Wylie Show?

These podcasts share a similar audience with Phillip Wylie Show:

1. Darknet Diaries
2. CyberWire Daily
3. Hacker And The Fed
4. Cybersecurity Today
5. SANS Internet Stormcenter Daily Cyber Security Podcast (Stormcast)

How many episodes of Phillip Wylie Show are there?

Phillip Wylie Show launched 3 years ago and published 207 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Phillip Wylie Show?

Recent guests on Phillip Wylie Show include:

1. Mike Ortiz
2. Jason Faulhefer
3. Andy Simpson
4. Sean Satterlee
5. Christian Gonzalez
6. Jeremiah Grossman
7. Ed Skoudis
8. Winn Schwartau

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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