Rear Adm. Ailes is a native of New London, Conn.  He is a 1985 graduate of Oregon State University with a Bachelor of Science degree in Computer Science and he holds a Master of Science Degree in Electrical Engineering from the Naval Postgraduate School.

His sea tours include Strike Warfare/Communications Officer, USS Bunker Hill (CG-52); Combat Systems Officer, USS Elliot (DD-967); Combat Systems Officer, USS Russell (DDG-59) and Executive Officer, USS Lake Erie (CG-70).  Ailes was the commissioning Commanding Officer, USS Chafee (DDG-90).  

Ashore, Ailes has served as the Test and Evaluation Officer for the Navy Theater Ballistic Missile Defense Program, Aegis Theater Ballistic Missile Defense Warfare Area Manager, Naval Integrated Fire Control Project Officer, Surface Ship Combat Systems Manager, and Commander, Naval Surface Warfare Center, Port Hueneme Division. 

In 2010 Ailes reported to the Program Executive Office for Littoral Combat Ships, as the Program Manager, Mission Modules.    

Ailes’ decorations include the Legion of Merit Medal, Meritorious Service Medal (three awards), Navy and Marine Corps Commendation Medal (two awards), Navy and Marine Corps Achievement Medal, and various campaign, unit, and service awards.