Dennis Cail III

Dennis Cail III is the Founder and CEO of Sum Theory, a professional services firm that helps government agencies and mission-driven organizations modernize financial operations, strengthen cybersecurity, and maximize their technology investments. With over two decades of experience as a transformation and enterprise systems executive, Dennis leads initiatives that bridge finance, technology, and operations—ensuring that public sector teams are not only compliant, but also resilient and forward-looking.

In addition to his leadership at Sum Theory, Dennis has served as an Interim Chief Information Security Officer (CISO), where he oversaw multi-agency cybersecurity strategy, implemented CJIS-aligned protocols, and built response frameworks designed specifically for government environments.