Cybersecurity Leadership Dinner:

Dinner & Discussion:
Forging Trust + Resilience in the AI Proving Grounds

Proving cyber readiness is no longer a theoretical exercise. It is an operational mandate.

For leaders defending the free world, confidence doesn’t come from a checklist or hype. It comes from the AI Proving Grounds, the only environment where elite teams train and test to trust. To outperform and outsmart any adversary in any terrain, you must first validate the synergy between your human operators and AI agents in a realistic simulation of your production environment.

This dinner is hosted by SimSpace CTO and co-founder Lee Rossey, who helped launch SimSpace to develop next-gen capabilities for the US military and intelligence community. This is a forum to discuss the transition from static defenses to dynamic, AI-driven operations. This is a no-BS (and no slide decks) chance to talk shop about the technical friction of this transition, the successes in the field, and what it actually takes to speed the deployment of trusted AI agents.

We hope you will join us.

What to expect

This off-the-record evening is designed for candid peer exchange, not presentations. Together, we’ll discuss how to accelerate, optimize, and consolidate your security posture:

Modeling the Modern Cyber Battlefield: We will explore how to use high-fidelity, realistic simulation to move beyond theoretical readiness and create a true “Proving Ground” for your specific attack surface.

Operational Trust Analytics: Moving past the “black box” of AI, we will discuss how to use live action team training and automated efficacy scoring to determine exactly when an AI agent is ready for production.

The Production Bridge: We will share strategies for seamlessly transitioning tested, trusted configurations from the realistic simulation of your production environment into your live environment once they have been validated under pressure.

Converging Human + AI Readiness: We will look at how to optimize the performance of both human operators and AI agents through continuous testing and training in a unified simulation platform.

Lee Rossey

CTO & Co-founder, SimSpace

Lee is a former Group Leader at MIT Lincoln Laboratory, where he established the Cyber System Assessments Group, which became a nationally recognized centre of excellence. As Group Leader, Lee worked with DARPA, testing, and evaluating over 30 classified and unclassified programs. He also worked with the Air Force.

Lee led several national studies for the Department of Defense to identify and assess existing capabilities, develop an approach and roadmap for their consolidation and advancement, and provide the roadmap for the future, which laid the foundation for the National Cyber Range Complex, the Persistent Cyber Training Environment, and other specialized testing and training facilities.