Ramsay entered the United States Air Force in 1982 as a distinguished graduate of the Officer Training School.

August 1999 – July 2001, Chief, Programs and Mobility Division, Logistics and Security Assistance Directorate (ECJ4), Headquarters U.S. European Command, Stuttgart-Vaihingen, Germany 9.

January 2007 – September 2008, Deputy Director for Politico-Military Affairs for Europe, NATO, Russia and Africa (J5), Joint Staff, the Pentagon, Washington, D.C. 14.

October 2009 – September 2011, Deputy Chief of Staff, Operations and Intelligence, Supreme Headquarters Allied Powers Europe, NATO, Casteau, Belgium 16.

August 2012 – present, Director, Force Structure, Resources and Assessment, Joint Staff, the Pentagon, Washington, D.C.