Phillip Wylie Show

Phillip Wylie
  • 4.9 (17)
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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.

  1. 3d ago

    From English Teacher to OSINT Investigator: Lindsey Yagi-Hatake on Breaking Into Cybersecurity

    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 adjust to life in a new country. That background in language, culture, and patient instruction shapes how she approaches her work today as an OSINT investigator and privacy manager at Decisive Resources, where she works alongside Mishaal Khan. In this episode, Lindsey shares the full story of how she broke into the field. After becoming a survivor of domestic violence in 2024, she found herself being digitally stalked and geolocated, and when the systems meant to protect her fell short, she taught herself open source intelligence to document what was happening. She talks about the gatekeeping she ran into early on, the moment she spent her last $500 on a DEF CON badge, and how the community at Noob Village and mentors like Mishaal Khan and Chadd Watson changed everything. She also shares hard-won advice for anyone trying to break in today. This is a conversation about grit, community, digital safety advocacy, and what it really takes to get into cybersecurity in today's job market.=========================Connect with Lindsey Yagi-Hatake:LinkedIn: https://www.linkedin.com/in/lindseyhatake/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie

    From English Teacher to OSINT Investigator: Lindsey Yagi-Hatake on Breaking Into Cybersecurity

  2. Aug 11

    AI, Automation, and the Future of Penetration Testing with Herman Zubenko

    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 incident with AI and eventually begin using AI for bug bounty research.Phillip and Herman discuss AI-assisted penetration testing, continuous security testing, open and local models, the importance of keeping humans in the loop, and why AI is more likely to enhance penetration testers than replace them.They also discuss how aspiring cybersecurity professionals can use AI to accelerate their learning while still developing the technical fundamentals needed to understand how systems, applications, and vulnerabilities actually work.========================= Connect with Herman Zubenko:LinkedIn: https://www.linkedin.com/in/herman-zubenko/Syntetisk Tech Limited website: https://syntetisk.tech/========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie========================= Sponsored by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/

    AI, Automation, and the Future of Penetration Testing with Herman Zubenko

  3. Aug 4

    From First-Generation Graduate to DEF CON Speaker: Moo's Cybersecurity Journey

    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 internships, apprenticeships, mentorship, and exploring different areas of cybersecurity before settling on a career path.Phillip and Moo also discuss the importance of community, continuous learning, and why cybersecurity conferences like DEF CON can be life-changing for newcomers.Whether you're a student, career changer, or experienced security professional, this episode offers practical advice and plenty of encouragement for anyone looking to grow in cybersecurity.========================= Connect with Moo:LinkedIn: https://www.linkedin.com/in/munirmuhammad/========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie========================= Sponsored by Suzu Labs=========================All the ways to connect with @SuzuLabs https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/========================= Podcast Music by Syntax976=========================LinkedIn: https://www.linkedin.com/in/brandon-prince-27a0ab51/X: https://x.com/syntax976

    From First-Generation Graduate to DEF CON Speaker: Moo's Cybersecurity Journey

  4. Jul 28

    Casey Smith (SubTee): Living Off the Land, Deception Technology, and the Evolution of Offensive Security

    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 widely recognized for his pioneering research into Living Off the Land Binaries (LOLBins). The conversation also explores how Windows security has evolved over the years, the impact of application whitelisting, and why modern defenders should be thinking differently about detection. The discussion wraps up with Casey's latest venture, where he is helping organizations leverage deception technologies while mentoring the next generation of cybersecurity professionals. ========================= Connect with Casey Smith:X: https://x.com/_subTeeGitHub: https://github.com/AlloySecureGroup========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie========================= Sponsored by Suzu Labs=========================All the ways to connect with @SuzuLabs https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/========================= Podcast Music by Syntax976=========================LinkedIn: https://www.linkedin.com/in/brandon-prince-27a0ab51/X: https://x.com/syntax976

    Casey Smith (SubTee): Living Off the Land, Deception Technology, and the Evolution of Offensive Security

  5. Jul 22

    The Future of Detection Engineering with Alex Hurtado

    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 SIEM platforms, and build stronger security operations. She also explains what detection engineering actually involves, why it's much more than writing detection rules, and how AI is changing the way defenders work. Phillip and Alex also discuss the importance of collaboration between offensive and defensive security teams, why custom detections outperform out-of-the-box rules, and how sharing knowledge through content creation benefits both individuals and the cybersecurity community. Whether you're interested in blue team operations, offensive security, or simply exploring different cybersecurity career paths, this episode offers practical advice and a behind-the-scenes look at one of the industry's fastest-growing roles. ========================= Connect with Alex Hurtado:LinkedIn: https://www.linkedin.com/in/hurtadoalexandra/YouTube: https://www.youtube.com/@DetectionDispatch_AlexsVersion========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie ========================= Sponsored by Suzu Labs ========================= All the ways to connect with @suzulabs https://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/ ========================= Podcast Music by Syntax976 ========================= LinkedIn: https://www.linkedin.com/in/brandon-prince-27a0ab51/ X: https://x.com/syntax976

    The Future of Detection Engineering with Alex Hurtado

  6. Jul 15

    From Curiosity to Zero Days: Milton Valencia (wetw0rk) on Exploit Development, Research, and Giving Back

    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, breaking into the industry without a traditional path, earning certifications like the OSCP, finding his first security roles, and ultimately building a career centered around vulnerability research and exploit development. Along the way, he emphasizes the importance of curiosity, persistence, and helping others succeed.The conversation also explores the future of offensive security, the growing role of AI in reverse engineering, why exploit development remains a valuable specialty, and how aspiring researchers can get started today.If you enjoyed this episode, check out Milton on Season 3 Episode 19 of Simply Offensive @Suzulabs.========================= Planning to attend Black Hat USA 2026? 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_phillipwylieBlack Hat invited me to attend this year's event and sponsored my conference pass.========================= Connect with Milton Valencia:LinkedIn: https://www.linkedin.com/in/milton-wetw0rk/Blog: https://wetw0rk.github.io/YouTube: https://www.youtube.com/@wetw0rk7========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie========================= Sponsored by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/

    From Curiosity to Zero Days: Milton Valencia (wetw0rk) on Exploit Development, Research, and Giving Back

  7. Jul 7

    From BBS to Mastering Red Team Operations with Mike Ortiz

    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. ========================= Connect with Mike Ortiz:LinkedIn - https://www.linkedin.com/in/mike-ortiz-redsecRed Stack: https://github.com/BaddKharma/redStack========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylieX: https://x.com/PhillipWylieInstagram: https://www.instagram.com/phillipwylie

    From BBS to Mastering Red Team Operations with Mike Ortiz

  8. Jul 2

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

    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 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 researchersCatching 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!

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

4.9
out of 5
17 Ratings

About

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.

Information

  • Creator
    Phillip Wylie
  • Years Active
    2023 - 2026
  • Episodes
    211
  • Rating
    Explicit
  • Copyright
    © Phillip Wylie
  • Show Website
    Phillip Wylie Show

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