Simply Offensive

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

  1. From Analog Hacks to Agentic AI – Denis Calderone on the Evolution of Offensive Security

    31. MAR.

    From Analog Hacks to Agentic AI – Denis Calderone on the Evolution of Offensive Security

    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, and how today’s AI-driven development is creating both opportunity and risk. The conversation explores the evolution of pentesting, the importance of community in hiring, the growing role of AI in offensive security, and why human expertise still matters despite increasing automation.The discussion also highlights dark web monitoring, talent development, and how relationships—not transactions—drive long-term cybersecurity success. ========================= Connect with Denis Calderone LinkedIn: https://www.linkedin.com/in/deniscalderone/ ========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylie X: https://x.com/PhillipWylie Instagram: https://www.instagram.com/phillipwylie ========================= Presented by Suzu Labs ========================= All the ways to connect with @Suzulabs https://suzulabs.com https://x.com/suzulabs / suzu-labs Chapters00:00 Introduction to Cybersecurity Journeys03:17 From Network Technician to Cybersecurity Professional05:52 The Importance of Experience in Cybersecurity09:04 Adopting a Purple Team Mindset11:45 The Role of Tabletop Exercises in Security Training14:24 Understanding Learning Styles in Cybersecurity Training17:03 The Impact of AI on Cybersecurity Operations19:47 Challenges in Corporate Security Mindsets22:34 The Future of Cybersecurity Training25:09 Connecting with the Cybersecurity Community29:03 Simply Offensive Outro

    30 min.
  2. Offensive Security Mindset, Leadership, and AI with Chris Marks

    24. MAR.

    Offensive Security Mindset, Leadership, and AI with Chris Marks

    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 career and leadership philosophy. The conversation explores why security teams benefit from understanding attacker techniques and how organizations can improve resilience through purple team exercises and realistic simulations. Connect with Christopher Marks: LinkedIn: https://www.linkedin.com/in/christopher-m-7357441b/ ========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylie YouTube: https://youtube.com/@PhillipWylie ========================= Presented by Suzu Labs ========================= All the ways to connect with @Suzulabshttps://suzulabs.com https://x.com/suzulabs https://www.linkedin.com/company/suzu-labs/ Chapters 00:00 Introduction to Cybersecurity Journeys 03:17 From Network Technician to Cybersecurity Professional 05:52 The Importance of Experience in Cybersecurity 09:04 Adopting a Purple Team Mindset 11:45 The Role of Tabletop Exercises in Security Training 14:24 Understanding Learning Styles in Cybersecurity Training 17:03 The Impact of AI on Cybersecurity Operations 19:47 Challenges in Corporate Security Mindsets 22:34 The Future of Cybersecurity Training 25:09 Connecting with the Cybersecurity Community 29:03 Simply Offensive Outro

    29 min.
  3. From Military to Cybersecurity with Josh Mason

    17. MAR.

    From Military to Cybersecurity with Josh Mason

    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.org/=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/Chapters00:00 Introduction to Cybersecurity Journeys02:57 Transitioning from Military to Cybersecurity04:56 Communicating Cybersecurity in Business08:18 Inspiration Behind the Book12:06 Creating a New Village for Newbies14:55 Building the Newbs Community at DEF CON25:32 Simply Defensive Podcast Overview30:26 Simply Offensive Outro

    31 min.
  4. The Future of Pentesting: AI, Automation, and Better Reporting with Dan DeCloss

    10. MAR.

    The Future of Pentesting: AI, Automation, and Better Reporting with Dan DeCloss

    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 of AI in cybersecurity and its implications for the job market.Connect with Dan DeCloss:LinkedIn: https://www.linkedin.com/in/ddecloss/PlexTrac Website: https://plextrac.com=========================Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie=========================Presented by Suzu Labs=========================All the ways to connect with @Suzulabshttps://suzulabs.comhttps://x.com/suzulabshttps://www.linkedin.com/company/suzu-labs/Chapters00:00 Introduction and Background of PlexTrack03:15 The Importance of Report Writing in Pen Testing06:09 Dan DeCloss's Origin Story08:45 The Evolution of Cybersecurity and AI11:32 AI's Impact on the Job Market14:14 Future of AI in Cybersecurity16:44 Closing Thoughts and Future Directions28:51 Simply Offensive Outro

    29 min.
  5. AI Killed the CTF Star with Jacob Krell

    3. MAR.

    AI Killed the CTF Star with Jacob Krell

    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 considerations surrounding AI in cybersecurity. Connect with Jacob:⁠ https://www.linkedin.com/in/jacob-krell/⁠⁠ https://x.com/hackerfren⁠ ========================= Connect with your host, Phillip Wylie:LinkedIn: https://linkedin.com/in/phillipwylieYouTube: https://youtube.com/@PhillipWylie ========================= Presented by Suzu Labs ========================= All the ways to connect with @Suzulabshttps://suzulabs.com https://x.com/suzulabs https://www.linkedin.com/company/suzu-labs/

    30 min.
  6. Navigating AI's Challenges in Problem Solving with Darius Houle

    24. FEB.

    Navigating AI's Challenges in Problem Solving with Darius Houle

    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 experience in application security, tool building, and community leadership. The conversation also highlights the growing role of AI in cybersecurity testing and the responsibility developers have when integrating AI into their workflows. ========================= Connect with Darius Houle LinkedIn: https://www.linkedin.com/in/dariushoule/ Trail of Bits Skills Marketplace: https://github.com/trailofbits/skills ========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylie X: https://x.com/PhillipWylie Instagram: https://www.instagram.com/phillipwylie 00:00 Introduction to Darius Houle and Trillobits03:18 Darius Houle’s Origin Story in Cybersecurity05:41 The Importance of Foundational Knowledge in AppSec08:33 The Role of AI in Cybersecurity10:52 AI Tools and Their Impact on Security Testing13:36 Getting Started with AI in Cybersecurity16:30 Building Tools in the Security Community18:55 Darius’s Recent Talk at DistrictCon21:25 Vulnerabilities in the Electron Framework23:57 Highlights from DistrictCon26:28 Conclusion and Resources28:54 Simply Offensive Outro

    29 min.
  7. Exploring the World of Hardware Hacking with Matt Brown

    17. FEB.

    Exploring the World of Hardware Hacking with Matt Brown

    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 shares insights on his recent milestone of reaching 200,000 subscribers on YouTube and emphasizes the value of sharing knowledge and learning in the hardware hacking space. ========================= Connect with Matt Brown YouTube Channel: https://www.youtube.com/@mattbrwn LinkedIn: https://www.linkedin.com/in/mattbrwn/ Website: https://brownfinesecurity.com/ Training: https://training.brownfinesecurity.com/ ========================= Connect with your host, Phillip Wylie: LinkedIn: https://linkedin.com/in/phillipwylie X: https://x.com/PhillipWylie Instagram: https://www.instagram.com/phillipwylie ========================= Presented by Suzu Labs ========================= All the ways to connect with @Suzulabs https://suzulabs.com https://x.com/suzulabs https://www.linkedin.com/company/suzu-labs/ Chapters 00:00 Introduction to Hardware Hacking and Content Creation 01:58 Matt Brown's Journey in Technology 03:58 Understanding Hardware Hacking Basics 06:37 Fundamentals of IoT Security 08:12 Learning Hardware Hacking 10:57 The Landscape of Training and Education 15:07 Conferences and Community Engagement 21:09 The Impact of Content Creation on Career 24:05 Advice for Aspiring Content Creators 26:26 Celebrating Milestones in Content Creation

    30 min.
  8. Emulated Cyber Crime with Dahvid Schloss

    10. FEB.

    Emulated Cyber Crime with Dahvid Schloss

    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 also delve into the significance of tooling in adversarial emulation, the planning involved in red team operations, and the impact of AI on red teaming. The conversation concludes with Dahvid sharing insights on how to get started in adversarial emulation and the future of cybersecurity. Connect with Dahvid: https://www.linkedin.com/in/dahvidschloss/⁠ https://emulatedcriminals.com/ ========================= Connect with your host, Phillip Wylie: LinkedIn: ⁠https://linkedin.com/in/phillipwylie⁠ YouTube: ⁠https://youtube.com/@PhillipWylie ========================= Presented by Suzu Labs ========================= All the ways to connect with @Suzulabs https://suzulabs.com https://x.com/suzulabs https://www.linkedin.com/company/suzu-labs/ Chapters 00:00 Introduction to David Schloss 02:02 David's Background and Career Path 03:44 Understanding Red Teaming vs. Pen Testing 07:40 Time Requirements for Testing 10:31 The Importance of Undetected Operations 12:19 Practicing Incident Response 15:52 The Role of Purple Teaming 18:12 Tooling in Adversarial Emulation 22:03 Planning Red Team Operations 24:20 Getting Started in Adversarial Emulation 26:03 AI's Impact on Red Teaming 31:07 Closing Thoughts and Future Projects 32:49 Outro

    33 min.
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Om

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

Oplysninger

  • Skaber
    Suzu Labs
  • Aktive år
    2025 - 2026
  • Episoder
    25
  • Vurdering
    Ikke anstødeligt
  • Copyright
    © Suzu Labs
  • Websted for serie
    Simply Offensive
  • Leverandør

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