# Episode 61: Reinventing Cyber Tabletop Exercises with AI: Den Jones & Cassio Goldschmidt

Page: https://stenobird.com/podcast/909exec-7089471/episode-61-reinventing-cyber-tabletop-exercises-with-ai-den-jones-cassio-goldschmidt
Text version: https://stenobird.com/podcast/909exec-7089471/episode-61-reinventing-cyber-tabletop-exercises-with-ai-den-jones-cassio-goldschmidt.md
Podcast: [909Exec](https://stenobird.com/podcast/909exec-7089471)
Published: 2026-05-30T23:52:02+00:00
Episode link: https://podcasters.spotify.com/pod/show/909exec-podcast/episodes/Episode-61-Reinventing-Cyber-Tabletop-Exercises-with-AI-Den-Jones--Cassio-Goldschmidt-e3k49di
Audio file: https://anchor.fm/s/faf7fd28/podcast/play/120775538/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-4-30%2F425201918-44100-2-65cb8991e3748.mp3
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Duration seconds: 2352

## Resource

This episode of “909 Exec,” hosted by 909 Cyber CEO Den Jones, explores where cybersecurity meets business strategy. Guest Cassio Goldschmidt , CTO of Reflex, discusses his career evolution and the launch of Reflex Security. Early Tech Roots: Discovered computers as a teenager in Brazil, which naturally led to a computer science degree. Silicon Valley: Moved to California to join Cisco just before the internet boom. Initial Projects: Worked on industrial automation in Brazil, followed by PC configuration (“Splice”) and early video conferencing initiatives at Cisco. CISO Success: Effective Chief Information Security Officers (CISOs) need strong interpersonal skills and business alignment, not just technical expertise. Role Differences: A Business Information Security Officer (BISO) acts as a consultant across shared business units. In contrast, a CISO owns the resources and integrates deeply into daily operations. Community Networking: Engaging in communities like OWASP and BSides is essential for ongoing learning, collaboration, and building career resilience. A New Challenge: After guiding ServiceTitan's security program from its early days through an IPO, Cassio left his CISO role to satisfy his engineering and inventive mindset. Founding Reflex: He launched Reflex (Reflect Security) to build a truly innovative solution for incident preparedness. The Problem: Traditional tabletop exercises are often static, PowerPoint-driven, and lack engagement for modern technical leaders. The Solution: Reflex is an AI-driven platform that runs dynamic, OSINT-tailored tabletop simulations under realistic pressure. Behavioral Tracking: It detects human factors like panic, mistakes, and cognitive overload to generate fact-based reports rather than opinion-based assessments. Platform…

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