Colonel Greenwood was commissioned a second lieutenant in the United States Marine Corps on May 27, 1992 following graduation from the United States Naval Academy. After graduation from The Basic School and the Infantry Officer Course, he was assigned to the 2d Marine Division where he served as a Rifle Platoon Commander and 81mm Mortar Platoon Commander in 2d Battalion, 2d Marines. While serving as the 81mm Mortar Platoon Commander, he participated in Operation Uphold Democracy, the U.S. intervention in Haiti.
In March 1995, he was ordered to Marine Corps Recruit Depot, Parris Island, South Carolina and served as a Series Commander, Company C, 1st Recruit Training Battalion until May 1996. Subsequently, he served as the Aide de Camp to the Commanding General, Marine Corps Recruit Depot and Eastern Recruiting Region until September 1997. Reassigned to the Recruit Training Regiment, he assumed command of Company M, 3rd Recruit Training Battalion.
Following his tour at Parris Island, he attended the Army’s Infantry Officer Advanced Course in Fort Benning, Georgia and graduated as the Distinguished Honor Graduate in December 1998.
Ordered back to the 2d Marine Division, Colonel Greenwood served as the Assistant Operations Officer, Weapons Company Commander and Operations Officer for Battalion Landing Team 3/6 during two LF6F Mediterranean Deployments with the 22d and 26th Marine Expeditionary Unit (Special Operations Capable) from January 1999 until June of 2002. While serving as the Operations Officer, the BLT deployed from September 19, 2001 until April 20, 2002, in support of Operation Enduring Freedom/Swift Freedom and participated in combat operations in Afghanistan.
From June of 2002 until June of 2005, Colonel Greenwood commanded Marine Corps Recruiting Station Fort Lauderdale. During this period, RS Fort Lauderdale received the Commandant’s Superior Achiever award for three consecutive years.
Following his tour at RS Fort Lauderdale, Colonel Greenwood attended Marine Corps Command and Staff College and graduated as a Distinguished Graduate in June, 2006. He subsequently attended the Marine Corps’ School of Advanced Warfighting graduating in June 2007 and assumed duties as Future Operations planner, II MEF G-3 Future Operations.
From April 2008 to June 2010, Colonel Greenwood commanded the 3d Battalion, 9th Marines. During this time, the battalion reactivated and conducted 18 months of training prior to the unit’s first deployment. 3d Battalion, 9th Marines deployed in support of OIF 09.2 as the final Marine maneuver battalion in Combined Area of Operations-West, Anbar Province.
After relinquishing command, Colonel Greenwood attended the National War College, graduating in 2011 as a Distinguished Graduate. From 2011 to 2013, he served as the Syria Director on the Joint Staff, Strategic Plans and Policy (J5) overseeing strategic and operational planning for Syria including integration with the interagency, U.S. Central and European Commands, and key allies.
From 2013 to 2016, Colonel Greenwood served as the Director of the Marine Corps Liaison to the U.S. House of Representatives. Colonel Greenwood is a graduate of US Army Airborne School, and Marine Combatant Diver Course. He holds a Master’s Degree in Military History from Marine Corps Command and Staff College, a Master’s Degree in Operational Studies from the Marine Corps School of Advanced Warfighting, and a Master’s Degree in National Security Studies from the National War College.