Simply Offensive

In this episode of Simply Offensive, Phillip Wylie welcomes Katherine (Kat) McNamara, Technical Solutions Architect at Cisco and holder of two prestigious Cisco Certified Internetwork Expert (CCIE) certifications. Kat shares her remarkable journey from overcoming significant personal challenges to becoming one of the industry's leading networking and security professionals. The conversation explor...

In this episode of  Simply Offensive , Phillip Wylie sits down with longtime friend, former coworker, and cybersecurity professional Darin Fredde. The conversation traces Darin's journey from computer-aided design and telecommunications to becoming a CIO, security architect, penetration tester, and AI advocate. Along the way, Darin shares lessons learned from decades in technology, how curiosi...

In this episode of Simply Offensive, Phillip Wylie sits down with longtime cybersecurity professional Jim Nitterauer to discuss his unconventional journey from environmental microbiology researcher to entrepreneur, infrastructure engineer, security leader, and CISO. Jim shares lessons learned from building one of the early web hosting companies in the Southeast, helping scale security services at...

In this episode of Simply Offensive, Phillip Wylie sits down with V, a longtime contributor to the Dallas cybersecurity community, board member for B-Sides DFW, and cybersecurity professional with experience spanning Identity and Access Management (IAM), Governance, Risk, and Compliance (GRC), third-party risk management, and security program development. Together they discuss alternative paths in...

From Law Enforcement to Cyber Threat Intelligence: Andrew “GingerHacker” Crotty’s Journey into Cybersecurity In this episode of Simply Offensive, Phillip Wylie sits down with Andrew “GingerHacker” Crotty to talk about breaking into cybersecurity, building a career in cyber threat intelligence (CTI), and creating content that helps others enter the industry. Andrew shares his unconventional path fr...

In this episode of Simply Offensive, Phillip Wylie sits down with fellow Suzu Labs team member Steven Swift to discuss cybersecurity from a defensive and consulting perspective. Steven shares his journey from aspiring software developer to incident response specialist, consultant, and vCISO advisor working across security governance, AI, compliance, and enterprise risk management. The conversation...

In this episode of Simply Offensive, Phillip Wylie sits down with Joff Thyer to unpack how artificial intelligence is reshaping cybersecurity. From the evolution of training and conferences to the rapid acceleration of vulnerability discovery, Joff shares hard-earned insights from decades in IT and offensive security. The conversation dives into the realities behind AI hype, where automation will...

In this episode, Aaron Colclough shares his unique journey from military service to cybersecurity, emphasizing the importance of hands-on experience, continuous learning, and leveraging AI responsibly in pen testing. Discover insights on career pivots, training tips, and the future of AI in security. ========================= Connect with Aaron Colcough: LinkedIn: https://www.linkedin.com/in/aaron...

Nicolas Chaillan on AI Replacing Jobs, National Security, and Staying Relevant in the AI EraEpisode SummaryIn this episode of Simply Offensive, host Phillip Wylie sits down with entrepreneur and former U.S. Air Force and Space Force Chief Software Officer Nicolas Chaillan. Nicolas shares his journey from coding at age seven to founding multiple companies, working in government leadership, and buil...

In this episode of Simply Offensive, host Phillip Wylie sits down with Denis Calderone, Co-Founder and Principal at Suzu Labs, to discuss his journey from early curiosity about how technology works to building a long career in cybersecurity consulting and penetration testing. Denis shares stories from the early days of security when breaches often went unnoticed, how compliance shaped the industry...

In this episode of  Simply Offensive , host Phillip Wylie sits down with cybersecurity leader Christopher Marks to discuss his journey from networking into security leadership, the importance of offensive security knowledge for defenders, and how AI is changing security operations. Christopher shares how community involvement, mentorship, and hands-on offensive security training helped shape his c...

In this episode, Phillip Wylie interviews cybersecurity expert Josh Mason about his journey from military service to cybersecurity, his book on communicating security to business leaders, and his initiatives like Noob Village to support newcomers at conferences like DEF CON.Connect with Josh Mason:LinkedIn: https://www.linkedin.com/in/joshuacmason/Noob Community Website: https://www.noobvillage.or...

In this episode of Simply Offensive, Phillip Wylie interviews Dan DeCloss, founder of PlexTrack, discussing the evolution of cybersecurity, the importance of report writing in pen testing, and the impact of AI on the industry. Dan shares his unique origin story, insights on the challenges of report writing, and how PlexTrack aims to streamline the process. The conversation also explores the future...

In this episode, Phillip Wylie and Jacob Krell discuss the integration of AI in Capture The Flag (CTF) competitions and its implications for cybersecurity. Jacob shares his experiences with AI in penetration testing, highlighting how it enhances efficiency and changes the competitive landscape. They explore the future of certifications, the importance of human skills, and the ethical consideration...

In this episode,  Darius Houle  joins the conversation to explore the real-world limitations of AI in problem-solving and why context matters more than most people realize. The discussion covers how AI systems struggle with nuanced tasks, why developers must understand the boundaries of these tools, and how clearer prompts can dramatically improve outcomes. Darius shares insights from his experien...

In this episode, Phillip Wylie interviews Matt Brown, a hardware hacker and content creator, discussing his journey in technology, the fundamentals of hardware hacking, and the importance of affordable training. They explore the impact of content creation on career opportunities, the significance of community and conferences in the field, and provide advice for aspiring content creators. Matt shar...

In this episode of Simply Offensive, Phillip Wylie interviews Dahvid Schloss, a cybersecurity expert and the emulated mob boss of emulated criminals. They discuss Dahvid's background in the military and cybersecurity, the differences between red teaming and pen testing, the importance of red teaming in understanding real risks, and the role of purple teaming in improving security practices. They a...

Summary In this episode of Simply Offensive, Phillip Wylie interviews Mike Bell, CEO of Suzu Labs, discussing the intersection of cybersecurity and AI. They explore the OWASP Top 10 vulnerabilities, focusing on prompt injection attacks and their implications. Mike demonstrates real-world attack scenarios, emphasizing the importance of input sanitization and risk mitigation in AI systems. The conve...

In this episode of Simply Offensive, Phillip Wylie sits down with Len Noe (HaCkEr_213) — the world’s first recognized augmented ethical hacker. From microchip implants and implantable terabyte drives to a past life in outlaw motorcycle clubs, Len’s story sits at the collision point of human and machine identity. Connect with Len: https://www.linkedin.com/in/len-noe/ https://i-am-machine.com/ =====...

In this episode of Simply Offensive, Phillip Wylie interviews Shubham Khichi, an offensive security professional and founder of CyberAGI. We explore Shubham's journey in cybersecurity, the challenges faced by security engineers, and the innovative solutions offered by CyberAGI. We also discuss the role of AI in penetration testing, the importance of human involvement in automation, and how profess...

In this episode of Simply Offensive, Phillip Wylie interviews Daniel Lowrie, who shares his extensive background in IT and cybersecurity, particularly in penetration testing and education. Daniel discusses his journey from IT to teaching, effective learning strategies for aspiring pen testers, the importance of hands-on experience, and engaging teaching techniques. He emphasizes the need for perso...

In this episode of Simply Offensive, Phillip Wylie interviews Mike Holcomb, an expert in Operational Technology (OT) and Industrial Control Systems (ICS) cybersecurity. Mike discusses the importance of OT security, the types of attacks that have targeted critical infrastructure, and the evolving landscape of cybersecurity threats. He shares insights on the significance of safety in OT environments...

In this episode of Simply Offensive, Phillip Wylie interviews Danny Jenkins, CEO and founder of ThreatLocker. Danny shares his unique journey from corporate IT to ethical hacking, discussing his innovative approach to penetration testing and cybersecurity. He emphasizes the importance of understanding technology and security configurations, the role of living off the land binaries in modern attack...

In this episode of Simply Offensive, Phillip Wylie is joined by Greg Hatcher and John Stigerwalt from White Knight Labs. They discuss their backgrounds in cybersecurity, the importance of advanced penetration testing, and the unique offerings of their training courses. The conversation covers various aspects of cybersecurity, including ransomware simulations, compliance, physical pen testing, and...

In this episode of Simply Offensive, Phillip Wylie is joined by Jacob Krell, a cybersecurity professional with a wealth of certifications and experience. Jacob shares his journey into the world of hacking, the importance of personal branding, and how to avoid burnout while pursuing certifications. He discusses the significance of CVEs, the role of platforms like Hack The Box in skill development,...