Most 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

Can 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  

Why 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/

AI-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

AI 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.

How 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.

What 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

What 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/

AI 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/

Boards are getting the wrong cybersecurity information. But, what do boards really need to know? And how do we fix this problem? Let's find out with our guest Dr. Keri Pearlson, MIT Sloan School of Management. Your hosts are Kip Boyle, CISO with Cyber Risk Opportunities, and Jake Bernstein, Partner with K&L Gates.

HBR Article -- https://hbr.org/2023/10/a-tool-to-help-boards-measure-cyber-resilience

LinkedIn -- https://www.linkedin.com/in/kpearlson/

Register for "Oktane on the Road in Seattle" -- https://regionalevents.okta.com/seattle-oor-exec-panel-okta