Kenny Gilliland

Kenny Gilliland has a distinguished background that blends two decades of military leadership,

executive-level technology consulting, and dedicated non-profit operational experience, Kenny

brings a unique and valuable perspective to board governance. As a retired U.S. Air Force

Lieutenant Colonel, he honed skills in strategic planning, large-scale project management, and

leading diverse teams in high-stakes environments. This foundation is complemented by deep

expertise in IT strategy and enterprise architecture, which he applied as an Associate Director at

a technology consulting firm, developing and implementing solutions for a wide range of

government and commercial clients.

Beyond the corporate and military sectors, Kenny's career is defined by a consistent

commitment to community and organizational growth. In his current role as Director of

Operations for LEAD Collective, he oversees all daily functions, develops staff leadership, and

executes the annual budget in close collaboration with the Executive Director. This hands-on

experience in fiscal oversight, process improvement, and talent development is a recurring

theme across his extensive career, from leading a successful martial arts school to directing

mentor programs and coordinating large volunteer teams for community-focused organizations.

Kenny Gilliland's diverse professional journey demonstrates an ability to navigate complex

challenges, drive operational excellence, and foster a culture of continuous improvement. His

expertise in technology, coupled with a passion for mentorship and mission-driven work, makes

him a dynamic and insightful addition to the Charis Academy board.