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Most security podcasts are built for practitioners. The Rook is built for the people who have to make decisions about security without being security experts.
Hosted by David Shaw — CISSP, fractional vCISO, and GRC consultant with 20 years in the seat — The Rook delivers board-ready intelligence for founders, PE operating partners, M&A attorneys, and executives who own security risk when security isn’t their day job.
Every episode covers one topic in depth with examples from a real incident, a regulatory development, a threat pattern, or a market shift. No vendor hype. No practitioner jargon. Just what it means for the business you're running or the deal you're working on — and what to do about it.
New episodes every other Tuesday.
| Episode | Date |
|---|---|
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The Rook EP007 - What Should You Let AI Do at Work?
|
Oct 27, 2026 |
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The Rook EP006 - Before You Approve the 2027 Security Budget
|
Oct 15, 2026 |
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The Rook EP005 - The Leverage is the Data
|
Sep 30, 2026 |
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The Rook EP004 - The $200,000 Gap
|
Sep 23, 2026 |
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The Rook EP003 - Notice Is the New Negligence
|
Sep 07, 2026 |
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The Rook EP002 - Your Compliance Program Is Not a Security Program
|
May 19, 2026 |
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The Rook EP001 - The Deal You Didn’t Know You Made: Cyber Risk in M&A
|
Apr 27, 2026 |