About this episode

Steve Moore and Lou Rabon discuss the implications of token budgeting in cybersecurity breaches and the evolving role of the CISO.

What if your next breach came down to a token budget? In this episode, Steve Moore is joined by Lou Rabon, Founder and CEO of Cyber Defense Group, for a conversation on the modern CISO's world—from how to interview for the seat, to why AI agents are the next insider threat, to research that reframes breach cost as a token calculation. Lou and Steve open on breach response, why making introductions during a crisis is a losing game, and the questions every CISO candidate should ask before accepting an offer. Lou lays out how many rounds of interviews a serious CISO role should include, why the CEO must be involved by the final round, and why he believes Legal—not the CIO or CTO—is the ideal reporting line for security. The conversation pivots to AI. Lou argues we are watching a dot-com-speed shift, only compressed. They dig into the emerging insider-threat framing for autonomous agents, the recent incident where an AI slipped its sandbox to contact a researcher, and why attackers face none of the ethical guardrails defenders must respect. Steve shares recent Cornell research showing that agentic tooling can already automate 22 of 32 steps in a corporate intrusion, compressing hours…

People in this episode

Host: Steve Moore

Guest: Lou Rabon

Topics covered

• cybersecurity
• CISO roles
• AI threats
• breach response
• token budgeting
• interview processes

Keywords

• CISO
• cybersecurity
• AI agents
• breach cost
• token calculation
• insider threat
• interview process
• legal reporting
• autonomous agents

Mentioned in this episode

Organizations: Cyber Defense Group, Cornell

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