Major Henry, Acting Commandant, and substantive Deputy Commandant, served as a commissioned officer in the Jamaica Combined Cadet Force for five years prior to relocating to the Cayman Islands in 2003. In his current post, he is also the Officer Commanding of the HQ Company. Maj. Henry has specialized training in teaching, psychology and ministry to youth.
Major Henry is the first Cayman Islands recipient of the Caribbean Cadet Medal for service to the development of regional cadetting and contribution to the initiation of the Caribbean Cadet Manual. He is also recipient of the Cayman Islands Cadet Long Service Medal, Disaster Mitigation medal for services given during and in the aftermath of Hurricanes Ivan(2004), Dean (2007) and Paloma (2008); as well as the Good Conduct and Meritorious Service Medal.