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Cyber Risk Management Podcast

Kip Boyle
Cyber Risk Management Podcast
Latest episode

214 episodes

  • Cyber Risk Management Podcast

    EP 214: AI Agents Don't Behave Like Humans

    2026/07/14 | 39 mins.
    Your cybersecurity tools were built for people: a login, a single sign-on, an email address. But the AI agents now showing up inside your company don't work that way, and most of them slip right past your controls. So how do you find the "Shadow AI" already running in your business, and get a handle on it? Let's find out with our guest Nancy Wang, Chief Technology Officer at 1Password, who works at the front edge of how machines get access to systems. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.

     

    LinkedIn profile profile: https://www.linkedin.com/in/wangnancy/

     

    1Password: https://1password.com/
  • Cyber Risk Management Podcast

    EP 213: The Group Writing the Rules for AI Trust

    2026/06/30 | 47 mins.
    Would you know if the AI tools your team is buying are actually trustworthy to use? Who gets to decide what trustworthy AI even means? Let's find out with our guest Jim Reavis, CEO of the Cloud Security Alliance, the group that helped the world learn to trust the cloud and is now building the standards for trusting AI. Jim explains how AI is changing what attackers, defenders, and governments can do, and walks through the tools his team built so you can adopt AI without guessing. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.

     

    Cloud Security Alliance: https://cloudsecurityalliance.org/
  • Cyber Risk Management Podcast

    EP 212: The AI Worked. The Process Didn't.

    2026/06/16 | 47 mins.
    Anthropic, the company that built Claude, just accidentally published the full source code of their most important product. And it was their second data exposure in five days. What does this teach every organization buying AI tools right now? Kip Boyle shares the best takeaways from CRO's AI governance training and explains why the risk of AI isn't the AI itself. Your host is Kip Boyle, CISO with Cyber Risk Opportunities.

     

    Subscribe to Inflection Point -- https://cr-map.com/inflectionpoint/

    SecureWorld AI Security PLUS course -- https://www.secureworld.io/events

    "Gears Don’t Guess: The Executive’s Practical Guide to Thriving in the Face of AI Hype and Risk" (forthcoming book, Fall 2026)

    AIR-MAP AI Risk Assessment -- https://air-map.io
  • Cyber Risk Management Podcast

    EP 211: What Sea-Tac’s Ransomware Revealed

    2026/06/02 | 47 mins.
    In August 2024, a ransomware attack shut down baggage systems, flight displays, and Wi-Fi at Sea-Tac Airport. What did it reveal about how executives think about cyber investment? And why is “how much more security do we need?” the wrong question to ask after a major incident? Let’s find out with our guest Stephanie Warren, Assistant Director of Information Security at the Port of Seattle, who lived through that attack and came out the other side with hard-won lessons about executive decision-making under pressure. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.

    LinkedIn profile – https://www.linkedin.com/in/stephanie-warren-0746343/
  • Cyber Risk Management Podcast

    EP 210: How Boards of Directors Are Thinking About Generative AI

    2026/05/19 | 46 mins.
    What does the generative AI conversation actually sound like inside a boardroom? Is the board ready to govern it? And what do board members wish CISOs understood about how they make decisions? Let’s find out with our guest, Vanessa Pegueros, former CISO at Docusign and U.S. Bank, and current board member at LivePerson and BECU. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.

    LinkedIn profile – https://www.linkedin.com/in/vanessapegueros

    Website – https://vanessapegueros.com
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About Cyber Risk Management Podcast
Cyber risk made clear for busy leaders. Cyber threats move fast. Your business must move faster. In every episode, Kip Boyle—author of "Fire Doesn’t Innovate" and CISO at Cyber Risk Opportunities—joins cybersecurity attorney and CISSP Jake Bernstein to break down the latest cyber risk. You’ll hear plain-English explanations of what's going on and what you need to do about it. No jargon. No doom. Just clear steps you can use today to save money, win buy-in, and stay out of the headlines.
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