Quick Take (TL;DR)

This episode explores the evolving risks and opportunities at the intersection of AI, security, and leadership, featuring insights from instant response veteran Jason Rebholz. The conversation highlights why AI safety and agentic systems matter for CISOs and security teams today.

Key Topics & Timestamps

• (00:00) Banter
• (03:39) Guest Introduction
• (04:29) DeepMind’s Frontier Safety Framework
• (06:11) Manipulative AI & Enterprise Risk
• (07:53) Frontier vs. Enterprise Risk
• (11:24) Early Signs & Real-World Impact
• (14:25) Safety vs. Security
• (16:16) Implementation Context
• (18:06) Expel Talent Index
• (22:08) What Makes a Great Security Pro?
• (29:05) Good CISO, Bad CISO
• (36:43) Memo to File
• (38:03) Securing AI Agents
• (44:49) Actionable Advice

Guest Spotlight

Jason Rebholz is the co-founder of Evoke Security and former CISO at Corvus Insurance. He previously led incident response at Mandiant, handling nation-state threats and major breaches. Jason is a leading voice on AI security, agentic systems, and practical risk management.
Connect:
- LinkedIn
- Website
- Newsletter

Resources & References

Books

• Good CISO, Bad CISO by Phil Venables

Articles / Studies

• DeepMind Frontier Safety Framework
• Expel 2025 Talent Index
• RAND Security Objectives
• Weekend Byte Newsletter

Tools / Frameworks

• RAND Security Objectives

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