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The CISO Perspective: Cybersecurity, AI and Emerging Tech
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Security Mondays with Eva Benn
by Eva Benn
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Latest episodes
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How to Cage AI Agents in the Age of AI Hacking Swarms | Fredrik STÖK | S3 | E4
October 26, 2026 · 31 minImagine a giant gorilla that has read the entire internet, speaks every language, can plan, decide, and act on its own, and gets stronger every week. Would you cross your fingers it means well and let it run free, or would you put it in a…
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How We Hacked OpenAI with Claude | Zayne Zhang | S3 | E3
October 19, 2026 · 35 minRemember the headlines about the 3 researchers at Hacktron AI who hacked OpenAI through a photo upload? After $3K in Claude tokens and less than 72 hours they had access to OpenAI’s internal code. Today, we’re hearing from Zayne Zhang…
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Farzan Karimi: We Cut Security Reviews From 3 Days to 10 Minutes With AI | S3 | E2
October 12, 2026 · 40 minIf you have a hundred findings rated 9.2, which one do you fix first? The score can't tell you. Proof that an attacker can actually exploit it can. Meanwhile AI is flooding security with new tools. Some are real. Some are snake oil. How…
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Dave DeWalt: Why Defense in Depth Is No Longer Enough | S3 | EP1
October 5, 2026 · 32 minIn 2010, Dave DeWalt was CEO of McAfee when one bad update blue-screened computers across 1,672 companies in just 16 minutes. That was one bad update. Now imagine that same kind of accident in the age of autonomous AI agents, systems that…
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10 Cybersecurity Leaders: 5 Hard Truths About AI (And Your Action Plan)
September 21, 2026 · 17 minIf you watch one video from Season 2 of Security Mondays, make it this one.10 episodes. Some of the most respected names in cybersecurity. Five themes that kept coming up again and again. I boiled it all down to under 15 minutes, so you…
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Ex-NSA Hacker Chief: The REAL Reason Hackers Get In | Rob Joyce | S2 E9
September 14, 2026 · 36 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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CISO with 30+ Years in Cyber: How to Adapt Your Security Strategy for AI | Tim Rains | S2 E8
September 7, 2026 · 33 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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AI Is Exposing a Huge Problem With Open Source. Now What? | Josh Bressers | S2 E7
August 31, 2026 · 38 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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The Cyber Mentor: What I Learned From Breaking Into Companies | Heath Adams | S2 E6
August 24, 2026 · 32 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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Most AI Security Is Theater. Here’s What Actually Works | Joshua Copeland | Security Mondays | S2 E5
August 17, 2026 · 26 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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He Wrote the 27-Year-Old Bug Mythos Found. Then Proved Mythos Wasn’t Necessary | Neils Provos | S2E4
August 10, 2026 · 49 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
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AI Supply Chain in Practice: Generate Your First AI Bill of Materials | Oakley & Raidman | S2 E3
August 3, 2026 · 37 minHi, I'm Eva Benn. Every Monday morning I bring you some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the decisions they're making right now. Every…
About the show
Cybersecurity is evolving fast and it's hard to keep up amidst all the noise. Host Eva Benn sits down with some of the best global security leaders to talk through what's actually top of mind, the threats they're seeing, the tools they're using, and the calls they're making right now. Every episode gives you practical things you can go do at your organization this week. New episodes every Monday.