Episode
Episode 61: Reinventing Cyber Tabletop Exercises with AI: Den Jones & Cassio Goldschmidt
- Podcast
- 909Exec
- Published
- May 30, 2026
- Duration seconds
- 2352
- Processing state
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Summary
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…