The CEOs Cyber Briefing

David Fleckner

The CEO Cyber Briefing Raw, real conversations about what puts your business at risk — and how to stay ahead of it. Hosted by David Fleckner, founder of Sentra, this podcast cuts through the jargon with honest insights from CISOs, ex-hackers, and founders who’ve lived through cyber disasters. No fear. No fluff. Just what leaders need to know — before it’s too late.

Episodes

  1. 11/21/2025

    Inside the Mind of an Ethical Hacker — Katie Paxton-Fear

    Most CEOs think they understand cybersecurity… until someone like Dr. Katie Paxton-Fear shows them the truth. Katie isn’t just an ethical hacker - she’s someone who breaks into systems for a living so companies can survive the attack they didn’t see coming. In this episode, we unpack the hidden weaknesses inside everyday businesses, the risks leaders never get told about, and why “looking secure” is not the same as being secure. If you’re a CEO, founder, or anyone responsible for keeping a business alive in 2024, this conversation will change how you think about cyber forever. This is the wake-up call you don’t want to miss.

    34 min

  2. 11/07/2025

    When AI Fails: What Every CEO Needs to Know About the Next Big Cyber Risk

    Join us for a fascinating conversation with David Sully, CEO and Co-Founder of Advai, as we explore the hidden risks and untapped opportunities of artificial intelligence. From his early days as a UK diplomat to leading one of the most innovative AI assurance companies, David shares how “breaking” AI systems is the only way to truly understand them — and why testing is now mission-critical for every business adopting AI. This episode pulls back the curtain on how leaders can safely integrate AI, avoid costly blind spots, and stay ahead in a rapidly changing world. #AI #CyberSecurity #Leadership #Advai

    45 min

  3. 10/03/2025

    "You Deserve to Be Hacked"

    In this episode, we welcome Will Morrish, the forward-thinking CRO of Covert Swarm, who dares to challenge the status quo with the provocative tagline, "You Deserve to Be Hacked." Join us as Will unpacks the necessity of constant cyber testing and the innovative strategies that Covert Swarm employs to keep businesses secure. Whether you're a CEO or just passionate about cybersecurity, this episode offers invaluable insights into protecting your organization in a rapidly changing digital world. Tune in to discover how proactive security measures can make all the difference. 🔒

    59 min

  4. 09/11/2025

    Cybersecurity Revolution: Steve Dodsworth's Journey from Silicon Valley to the UK

    In this episode of the CEO's Cyber Briefing Podcast, Steve Dodsworth shares his journey from Silicon Valley to the UK, offering insights into cybersecurity and business strategies. He discusses the challenges smaller companies face in the UK market and his innovative approaches to helping them succeed.

    30 min

  5. 08/21/2025

    From PE Deals to Web3: Todd Wade on Where CEOs Can’t Afford to Slip on Security

    In Episode 4 of "The CEO's Cyber Briefing," we welcome cybersecurity expert Todd Wade to the show. With years of experience across various sectors, Todd shares his insights into the critical challenges and solutions in the digital security landscape. Discover the importance of basic cybersecurity hygiene, learn how to manage risks in fast-growing startups, and hear real-world examples of cybersecurity pitfalls. Whether you're a tech novice or a seasoned professional, Todd's advice is invaluable for anyone looking to strengthen their cybersecurity posture. Tune in for an enlightening conversation that could transform your approach to digital security.

    35 min

  6. 08/15/2025

    The Cyber breach that led to the closure of his 150-year-old company

    In this episode of "The CEOs Cyber Briefing," we sit down with Paul Abbott, a business leader who faced the devastating impact of a cyber breach that led to the closure of his 150-year-old company. Paul shares his firsthand experience and emphasizes the critical importance of having dedicated cybersecurity expertise in today's digital landscape. Now, with his new venture, Paul is dedicated to helping companies improve their cybersecurity measures. Tune in to discover practical insights and strategies to protect your business from similar threats. Don't miss this essential conversation for any leader looking to safeguard their company's future.

    37 min

  7. 08/07/2025

    Navigating the Cybersecurity Landscape with Jake Bernardes

    Join us for an insightful conversation with cybersecurity expert Jake Bernardes as he delves into the rise of AI-driven cyber attacks and the critical role of effective security leadership. Discover the common pitfalls companies face and learn how to build a robust security strategy that adapts to evolving threats. Key Takeaways: The impact of AI on the frequency and nature of cyber attacks. Why security leadership is crucial for safeguarding your business. Practical advice for aligning security practices with real-world risks.Guest Bio: Jake Bernardes is a seasoned cybersecurity professional with a background in social engineering and pen testing. His expertise spans startups to large enterprises, where he has helped shape security strategies that drive business success. Tune in to gain valuable insights and stay ahead in the cybersecurity game! Hashtags: #CyberSecurity #AI #Leadership #Podcast

    32 min

  8. 07/31/2025

    Cybersecurity Wake-Up Call: Are Boards Sleepwalking into Disaster?

    Welcome to the CEO's Cyber Briefing Podcast, where we cut through the jargon and fluff to reveal the real risks in cybersecurity. Hosted by David Fleckner, CEO of Sentra, this podcast brings you insights from CISOs, ex-hackers, and founders. Each week, we unpack the threats CEOs need to understand before it's too late. In this episode, we feature Peter Cooper, a veteran CISO with experience in fintechs, global banks, and high-stake IPOs, who warns that many boards are sleepwalking into disaster. Tune in for your essential cyber briefing.

    34 min
  • 8 Episodes

About

The CEO Cyber Briefing Raw, real conversations about what puts your business at risk — and how to stay ahead of it. Hosted by David Fleckner, founder of Sentra, this podcast cuts through the jargon with honest insights from CISOs, ex-hackers, and founders who’ve lived through cyber disasters. No fear. No fluff. Just what leaders need to know — before it’s too late.

Information

  • Creator
    David Fleckner
  • Years Active
    2K
  • Episodes
    8
  • Rating
    Explicit
  • Copyright
    © 2025 David Fleckner
  • Show Website
    The CEOs Cyber Briefing