kip@cyberriskopportunities.com
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Episodes: 216
Frequency: Biweekly
Rating: 4.7/5.0
Estimated listeners: <1k
Gender skew: Unknown
Location: USA
YouTube: 52 subscribers
kip@cyberriskopportunities.com
For verified host and producer emails, sign up to view.
Kip Boyle - CISO at Cyber Risk Opportunities and author of “Fire Doesn’t Innovate.”
Jake Bernstein - Cybersecurity attorney, CISSP, and partner at K&L Gates.
Nancy Wang - AI Agents, Machine Access, Shadow AI, And Cybersecurity Controls For Non-human Identities.
Jim Reavis - AI Trust, Cloud And AI Security Standards, Cyber Threats, And Tools For Responsible AI Adoption.
Stephanie Warren - Lessons From The Sea-tac Ransomware Attack, Executive Decision-making, And Cybersecurity Investment After A Major Incident.
EP 216: When Reasonable Beats Bankrupt
August 11, 2026
After a breach, you either pay the fine, or fight the regulator and lose. There's a third path. It comes down to one word: reasonable. A method called DoCRA turns that question into something a court can use. DoCRA is short for Duty of Care Risk Analysis. Our guest Chris Cronin of HALOCK Security Labs helped build it. Now it's in standards and law. And it shaped a real case where a breached company spent its money on cybersecurity, not fines. Your hosts are Kip Boyle, CISO with Cyber Risk Opp...
EP 215: Is Your AI Strategy a Risk Decision in Disguise?
July 28, 2026
There's a popular new playbook for running an "AI-native" company. Record everything, put all your data in one place, and let an AI agent reach all of it. The productivity story is real. New hires ramp up in days, and the whole company can ask questions it never could before. But the same moves that create the speed also switch off safeguards that some businesses are not allowed to switch off. So, which controls are we turning off to get this speed, and are we allowed to? Your hosts are Kip B...
EP 214: AI Agents Don't Behave Like Humans
July 14, 2026
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...
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