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Phillip Wylie Show

Phillip Wylie
Phillip Wylie Show
Latest episode

206 episodes

  • Phillip Wylie Show

    From BBS to Mastering Red Team Operations with Mike Ortiz

    07/07/2026 | 32 mins.
    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 explores the differences between penetration testing and red teaming, why "assume breach" exercises provide greater value for mature organizations, and how modern threat actors operate with patience, stealth, and persistence. Mike also explains how cloud automation has transformed red team infrastructure and introduces Red Stack, his open-source project that simplifies deploying professional red team environments for training and research.

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    Connect with Mike Ortiz:
    LinkedIn - https://www.linkedin.com/in/mike-ortiz-redsec
    Red Stack: https://github.com/BaddKharma/redStack
    =========================
    Connect with your host, Phillip Wylie:
    LinkedIn: https://linkedin.com/in/phillipwylie
    X: https://x.com/PhillipWylie
    Instagram: https://www.instagram.com/phillipwylie
  • Phillip Wylie Show

    From Phone Phreaking to Cloud Security: Jason Faulhefer's Cyber Journey

    02/07/2026 | 44 mins.
    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/jasonfaulhefer
    X - https://x.com/jasonfaulhefer
    =========================
    Connect with your host, Phillip Wylie:
    LinkedIn: https://linkedin.com/in/phillipwylie
    X: https://x.com/PhillipWylie
    Instagram: https://www.instagram.com/phillipwylie
    =========================
    I'm excited to share that I'll be attending Black Hat USA 2026 this August in Las Vegas.

    Every year, Black Hat brings together some of the best security researchers, practitioners, vendors, and industry leaders. It's one of my favorite events because there's always something new to learn, whether it's cutting-edge research, emerging attack techniques, AI security, offensive security, or conversations with people pushing our industry forward.

    I'm looking forward to:
    - Attending Briefings and learning from leading researchers
    Catching up with friends and colleagues across the security community
    - Meeting new people who are passionate about cybersecurity
    - Seeing the latest innovations from vendors and startups

    If you've been considering attending, now is a great time.

    Use my code PHILLIPWYLIE to receive $200 Off a Briefings Pass or $100 Off a Business Pass.

    Register here:
    https://blackhat.com/us-26/registration.html?_mc=sm_social_phillipwylie

    Thanks to @BlackHat for inviting me to attend this year's event and sponsoring my pass.

    I hope to see you there!
  • Phillip Wylie Show

    Ridge Security in the Real World: An Offensive Security Practitioner's Perspective

    23/06/2026 | 58 mins.
    ## 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 consultant and penetration testing practitioner, he evaluated multiple automated security testing platforms before selecting Ridge Security to help scale and enhance his team's testing capabilities.Drawing on decades of experience in IT, infrastructure, executive leadership, and offensive security, Andy shares his journey from working at IBM to building a successful offensive security consultancy serving organizations throughout Australia and New Zealand.The conversation explores the challenges facing modern security teams, including expanding attack surfaces, API security risks, infostealer-driven attacks, limited security resources, and the need to continuously validate security controls. Andy also demonstrates how automation and AI-driven testing are changing the way organizations identify and validate risk.## Topics Covered* Andy Simpson's cybersecurity origin story* From IBM engineer to offensive security consultant* The evolution of penetration testing* Common shortcomings in traditional API assessments* Continuous Threat Exposure Management (CTEM)* Vulnerability validation versus vulnerability identification* Automated penetration testing at scale* Attack surface management## Key Takeaways* Annual penetration testing is often insufficient for today's threat landscape.* Organizations need continuous validation of their attack surface and security controls.* API security remains one of the most overlooked areas of cybersecurity.* Security teams must focus on validating risk rather than simply identifying vulnerabilities.* Automation helps security teams scale without sacrificing visibility.* Generative AI is enabling deeper testing of business logic and application workflows.* Human expertise remains critical, but AI-powered testing is becoming an important force multiplier.* Attackers are increasingly leveraging stolen credentials and authenticated access paths, making continuous testing more important than ever.Connect with Andy Simpson:Andy's LinkedIn:
    https://www.linkedin.com/in/andy-simpson-nz/Cipher Security website: https://ciphersecurity.co.nz/## Episode SponsorThis episode is sponsored by Ridge Security.Connect with Ridge Security:Ridge Security website: https://ridgesecurity.aiGet a free RidgeBot Demo: https://ridgesecurity.ai/demo-request/
    Ridge Security LinkedIn: https://www.linkedin.com/company/ridge-security/posts/?feedView=allRidge Security provides automated penetration testing and security validation solutions that help organizations continuously identify, validate, and prioritize security risks across networks, web applications, APIs, and cloud environments. During this episode, Andy shares his firsthand experience using Ridge Security's platform as part of his offensive security practice. ## Connect with Andy SimpsonConnect with Andy on LinkedIn to learn more about offensive security, API testing, threat exposure management, and the future of AI-powered security testing.## Listen, Subscribe, and ShareEnjoyed the episode? Subscribe to The Phillip Wylie Show, leave a review, and share this episode with your network to help others learn about the future of penetration testing and security validation.#ThePhillipWylieShow #Cybersecurity #PenTesting #OffensiveSecurity #APISecurity #AI #ArtificialIntelligence #CTEM #ThreatExposureManagement #RidgeSecurity #SecurityTesting #EthicalHacking #CyberDefense #InfoSec #CyberRisk
  • Phillip Wylie Show

    From Hacker to Medical Device Pentester: Sean Satterlee on Securing Life-Critical Technology

    17/06/2026 | 30 mins.
    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 wireless protocols to JTAG, UART, and hardware analysis, this conversation provides a practical roadmap for cybersecurity professionals interested in expanding their offensive security skillset.
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    Connect with Sean Satterlee:
    LinkedIn: https://www.linkedin.com/in/seansatterlee/
    =========================
    Connect with your host, Phillip Wylie:
    LinkedIn: https://linkedin.com/in/phillipwylie
    X: https://x.com/PhillipWylie
    Instagram: https://www.instagram.com/phillipwylie
  • Phillip Wylie Show

    From Mischief to Mastery: Christian Gonzalez's Cybersecurity Journey

    09/06/2026 | 23 mins.
    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 landscape.

    =========================
    Connect with Christian Gonzalez:
    LinkedIn: https://www.linkedin.com/in/christian-g-672104160/
    Educational AI Pentesting Lab: https://www.aipwn.me/
    =========================
    Connect with your host, Phillip Wylie:
    LinkedIn: https://linkedin.com/in/phillipwylie
    X: https://x.com/PhillipWylie
    Instagram: https://www.instagram.com/phillipwylie
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About 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.
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