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The tabletop exercise has a complacency problem. Organizations run through their incident response plans, everyone nods along, and the debrief confirms what the team already knew. That’s partly by design. Traditional tabletops are organizational alignment tools, not real simulations. And because running separate sessions for technical staff, legal, executives, and operations isn’t realistic, most teams end up with a lowest-common-denominator exercise that goes just deep enough to check the compliance box.

In this episode, Cassio Goldschmidtco-founder and CTO at Reflex Securityexplains how Reflex replaces static, script-driven tabletops with adaptive AI-driven simulations that fight back, measure real human behavior under pressure, and surface the gaps that scripted exercises never reach. Joining him are Nick Espinosahost of the nationally syndicated Deep Dive Radio Showand Jay WilsonCISO and CIO at Insurity.

Want to know:

  • Why do traditional tabletops train teams to know the plan rather than execute under pressure?
  • What’s the difference between a team that panics and a team that chokes, and why does it matter?
  • How does Reflex use AI agents to adapt the simulation based on what the team actually does?
  • Can you run separate tabletops for technical, legal, and executive audiences without multiplying the workload?
  • Is there a risk that security leaders optimize for the AI’s score rather than genuine preparedness?
  • How does an AI agent joining a video conference change the way a tabletop runs?
  • How hard should training be relative to the real thing?

Check out the episode for the answers you need.

Huge thanks to our sponsor, Reflex Security

Most tabletop exercises are static, predictable, and easy to pass. Reflex Security built the first tabletop that fights back, throwing teams into dynamic simulations against intelligent AI adversaries that adapt to your every move. With Reflex, your team can move from checkbox exercises to real crisis readiness.
Rich Stroffolino

Rich Stroffolino is a podcaster, editor, and writer based out of Cleveland, Ohio. Since 2015, he’s worked in technology news podcasting and media. He dreams of someday writing the oral history of Transmeta.



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