Podcast
Cyber Risk Management Podcast
Hosted by Kip Boyle · EN
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.
31episodes
Episodes
Newest firstAll episodes
EP 205: Making Privacy Compliance Sustainable
Mar 1000:42:02Tap to summarizePrivacy laws keep multiplying, regulations keep changing, and AI is making everything more complex. How do businesses build privacy compliance that actually sticks instead of just checking a box? Let's find out with our guest Jordan Fischer, Founder and Partner at Fischer Law and Cybersecurity Lecturer at UC Berkeley. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. Jordan Fischer's website: https://jordanfischerlaw.com Shoshana Zuboff's book: https://en.wikipedia.org/wiki/The_Age_of_Surveillance_Capitalism
Transcribe →EP 204: Carpets and Diamonds
Feb 2400:50:05Tap to summarizeMost cybersecurity people talk at CFOs instead of with them. What if there were a simple test to know when a CFO wants to learn about cyber risk versus when they just need someone to trust? Let's find out with our guest James Wheeler, a highly experienced CFO who now runs kept.pro, providing fractional accounting teams to businesses across the country. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. LinkedIn: https://www.linkedin.com/in/jamesdavidwheeler/ "Fire Doesn't Innovate" by Kip Boyle: https://a.co/d/0bYatohy
Transcribe →EP 203: Cyber Risk Quantification
Feb 1000:48:31Tap to summarizeCan cyber risk actually be measured in dollars? How do you know if your risk data vendor is any good? And is cyber insurance really worth the investment? Let's find out with our guest Scott Stransky, who leads the Cyber Risk Intelligence Center at Marsh and was named 2023 Cyber Risk Industry Person of the Year. 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/scott-stransky-92659095/ Top 12 Report -- https://www.marsh.com/en/services/cyber-risk/insights/cybersecurity-signals.html Marsh Cyber Risk Intelligence Center -- https://www.corporate.marsh.com/solutions/cyber-resilience/cyber-risk-intelligence-center.html
Transcribe →EP 202: Why Fortune 500s Still Run on Windows 2003
Jan 2700:38:15Tap to summarizeWhy do IT organizations cling to ancient technology like Windows 2003, creating dangerous technical debt they don't even recognize? And how do they get out of this trap? Let's find out with our guest Anton Chuvakin, who advises the biggest customers of Google's Cloud services. 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/chuvakin/ Podcast -- https://cloud.withgoogle.com/cloudsecurity/podcast/
Transcribe →EP 201: AI Powered Espionage
Jan 1300:44:51Tap to summarizeAI-driven attacks aren't coming; they're here. A Chinese state-sponsored group just ran cyber espionage operations that were 80 to 90 percent autonomous. What does this means for defenders? Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. Here's Anthropic's report -- https://www.anthropic.com/news/disrupting-AI-espionage
Transcribe →EP200: Future of Cyber Defense
Dec 3000:45:17Tap to summarizeAI can supercharge your security team. But it can also supercharge attackers. So how do you stay ahead in an AI-powered threat landscape? Let's find out in our special 200th episode! Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. Kip's keynote address -- https://youtu.be/DNRNbT0IaKM "Fire Doesn’t Innovate: Thriving in the Face of Evolving Cyber Risks" In this ROCon 2025 keynote, Kip Boyle challenges audiences to rethink how they approach modern threats in the age of AI. Using the metaphor of fire — a static risk that hasn’t changed for millennia — Kip explores how cyber adversaries are innovating daily while many organizations remain trapped in outdated mindsets. He closes with a compelling call to action: adapt like firefighters did with fire — or risk being left behind.
Transcribe →EP 199: AI Phishing at SecureWorld Seattle
Dec 1600:19:37Tap to summarizeHow has GenAI turned phishing Into a speed war? And what should we do about it? Let's find out with your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.
Transcribe →EP 198: Breaches within Breaches (Contract Obligations post security incident)
Dec 200:42:52Tap to summarizeWhat happens when a HIPAA Business Associate Agreement gets tested in court after a ransomware attack? And what can we learn from it? Let's find out with your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. "New HIPAA Security Rule" episode: https://cr-map.com/podcast/178
Transcribe →EP 197: Operational Cyber Resilience
Nov 1800:43:18Tap to summarizeWhat happens when critical third-party services go down? What do your vendors actually owe you when that happens? Are new regulations going to make a difference? Let's find out with our guest Dan Bowdan, Global Business CISO with Marsh McLennan. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. "Cyber Incident Reporting for Critical Infrastructure Act” (CIRCIA) episodes: https://cr-map.com/podcast/161 https://cr-map.com/podcast/162/
Transcribe →EP 196: Rogue AI Agents: What's Identity Got To Do With It?
Nov 400:33:33Tap to summarizeAI agents are everywhere: 91% of organizations already use them. But can we control these autonomous digital workers? And what happens when they go rogue? Let's find out with our guest Matthew Hansen, Regional Chief Security Officer for the Americas with Okta. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates. NIST AI RMF episodes: https://cr-map.com/podcast/153/ https://cr-map.com/podcast/154/
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