Simply Offensive

Simply Cyber Media Group

Phillip Wylie interviews cybersecurity industry experts on offensive security and techniques around penetration testing and red teaming.

Last refreshed: August 18th, 2025 at 7:37 AM ⓘ

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Episodes

Navigating the Cybersecurity Landscape with Tim Shipp

In this episode of Simply Offensive, Phillip Wylie is joined by Tim Shipp to discuss various aspects of cybersecurity, including the evolution of the field over the past 25 years, the importance of offensive security, and the challenges faced by both red and blue teams. Tim shares his extensive background in cybersecurity, touching on incident response, the monetization of cyber attacks, and the significance of basic security hygiene. The discussion also emphasizes the need for collaboration bet...

Aug 12, 2025•34 min•Ep. 7

Leveraging Offensive Security for Better Defense with Catherine Ullman

In this episode of Simply Offensive, Phillip Wylie is joined by Cathy Ullman, a principal technology architect in cybersecurity. Join us as we discuss Cathy's journey in the cybersecurity field, the evolution of security tools and threats, the importance of understanding offensive security, and the value of purple teaming. Cathy shares insights on leveraging cyber threat intelligence and the MITRE ATT&CK framework, as well as advice for getting involved in the cybersecurity community. This c...

Aug 05, 2025•27 min•Ep. 6

The Power of Proactive Security with Rob Allen

In this episode of Simply Offensive, Phillip Wylie interviews Rob Allen, Chief Product Officer at ThreatLocker. Learn about the importance of proactive security measures, particularly in the context of ransomware prevention. Rob shares his journey to ThreatLocker and the company's unique approach of 'deny by default' in endpoint security. The conversation also touches on the significance of controls validation, the risks associated with low bins, and real-world examples of how these concepts app...

Jul 29, 2025•32 min•Ep. 5

Community, Burnout, and Leveling Up in Offensive Security with Joe Brinkley

In this powerful and heartfelt episode of Simply Offensive, Phillip Wylie is joined by Joe Brinkley, better known as The Blind Hacker, Founder of the DeadPixelSec community and a seasoned offensive security professional. Joe shares his journey from sysadmin to red teamer, his philosophy on mentorship, and candid insights on burnout in cybersecurity. Whether you're breaking into the field or leveling up, this episode offers invaluable advice on growth, community, and sustainability. Connect with ...

Jul 22, 2025•47 min•Ep. 4

Red Teaming vs. Pentesting, Certs That Matter, and Breaking In Without Coding with Ben Thal

In this episode of Simply Offensive, host Phillip Wylie welcomes offensive security veteran Ben Thal for a deep dive into the world of red teaming, penetration testing, and breaking into offensive security. With over a decade of experience across red teaming, pen testing, and hardware hacking, Ben brings practical insights for anyone interested in or currently navigating the field. Connect with Ben Thal on LinkedIn: https://www.linkedin.com/in/benjamin-l-thal/ ========================= Connect w...

Jul 15, 2025•37 min•Ep. 3

AI in Red Teaming & Communicating with Leadership with Amélie Koran

In this episode of Simply Offensive, Phillip Wylie interviews Amélie Koran, a seasoned expert in offensive security and AI red teaming. They discuss the evolution of red teaming, the challenges and opportunities presented by AI in security, and the importance of human expertise in navigating the complexities of cybersecurity. The conversation also touches on the differences between federal and corporate security practices, the significance of security clearances, and the need for organizations t...

Jul 08, 2025•41 min•Ep. 2

Cracking The Offensive Security Career Code with Michael Kim

In the inaugural episode of the Simply Offensive podcast, host Phillip Wylie interviews Michael Kim, a cybersecurity professional with a diverse background. Michael shares his journey from music to cybersecurity, emphasizing the importance of networking, certifications, and continuous learning. He discusses the challenges of breaking into pen testing, the interview process, and the significance of coding skills in the field. The conversation highlights the value of experience, both formal and in...

Jul 01, 2025•38 min•Ep. 1

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