Capt. Gregory deWindt, a native of Long Island, New York, enlisted in the Navy in 1991. In 1995, he was accepted into the Enlisted Commissioning Program earning a Bachelor of Arts Degree in Interdisciplinary Studies and commissioned an ensign in July 1996.
In 2011, he earned a Masters of Art Degree in National Security and Strategic Studies from the Naval War College. In 2017, he completed an Executive Master of Business Administration degree from Naval Post Graduate School.
After designation as a naval aviator in 1998, deWindt received initial training in the SH-60B “Seahawk” and joined Helicopter Anti-Submarine Squadron Light (HSL) 47 at Naval Air Station (NAS) North Island, San Diego, California, His subsequent flying tours include: Fleet Replacement Squadron instructor at HSL-41 at NAS North Island, department head at HSL-45 at NAS North Island, executive officer of HSM-37 at Marine Corps Air Station, Kaneohe Bay, Hawaii, and commanding officer of HSM-49 at NAS North Island.
His tours at sea include multiple deployments as a first tour pilot with USS McClusky (FFG 41), and USS Fife (DD 991), and as Detachment Three officer-in-charge aboard USS Halsey (DDG 97). He served on USS Tarawa (LHA 1) as hangar deck division officer and Air Department mini-boss and with Carrier Strike Group One as Air Operations officer aboard USS Carl Vinson (CVN 70).
Ashore tours include an Individual Augmentee assignment to Naval Station Guantanamo Bay, Cuba, as an assisting military officer supporting administrative review boards and combatant status review tribunals for the Office for the Administrative Review for the Detention of Enemy Combatants; duty with the Joint Improvised Explosive Device Defeat Organization where he served as deputy chief for the Counter-IED Operations Intelligence/Integration Center (COIC) Net Centric Innovation Division and deployed as officer-in-charge for COIC-Afghanistan supporting Joint Task Force Paladin’s counter-threat network analysis; and service with Commander, Patrol and Reconnaissance Wing Two as staff officer and N6 department head. He has also served as inclusion and diversity officer for Commander, Navy Personnel Command at Bureau of Naval Personnel in Millington, Tennessee.
In August 2022, deWindt assumed the duties of executive officer for Naval Air Station Jacksonville and assumed command of the installation as the 52
nd commanding officer from February 2024 through August 2025.
In September 2025, deWindt reported for duty as Chief of Staff, Navy Closure Task Force-Red Hill at Pearl Harbor and in April 2026, deWindt assumed duties as Chief of Staff for Commander, Navy Region Hawaii.
deWindt has been awarded the Legion of Merit, Defense Meritorious Service Medal, Meritorious Service Medal, Joint Service Commendation Medal, Navy and Marine Corps Commendation Medal (four awards), Navy and Marine Corps Achievement Medal (two awards) and various unit and campaign awards.
Last Updated: 30 April 2026