Improv in Cybersecurity and Stopping People Pleaser AI | Unhack the Podcast with David Finn

June 31, 2026: David Finn has watched health IT security evolve from a compliance checkbox to an enterprise risk conversation, and now into an AI agentic era that's rewriting the rules again. Now teaching courses and advising across the industry, he unpacks what the recent OpenAI and Hugging Face breaches really exposed, and it wasn't a technology failure. It was a governance failure. David draws on decades of building security programs, including a stint as an "accidental CIO," to explain why healthcare keeps solving the wrong problem, why third-party risk is still underestimated, and why AI agents need constant behavioral monitoring instead of one-time guardrails.

Key Points:

• 04:42 Governance Over Controls

• 10:43 Pace Change: Get It Right

• 16:12 Third Party Risk Reality

• 20:34 Start With Executives

• 22:39 AI Jobs Policies Monitoring

• 37:56 Guardrails to Behavior Monitoring

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