Chief Master Sergeant Will Stimpson entered the Air Force in March 2002. A highly accomplished leader with a diverse operational background, his career spans combat rescue, special operations, and strategic nuclear deterrence missions. Chief Stimpson has executed high-stakes joint, Irregular Warfare, and Unconventional Warfare missions across multiple geographic combatant commands in support of U.S. Special Operations Command (USSOCOM) strategic priorities, including serving as a Joint PME Instructor at USSOCOM’s Joint Special Operations University and advising the J3 at Special Operations Command Central (SOCCENT).

Demonstrating versatile leadership across multiple Air Force core missions, Chief Stimpson also served as the Senior Enlisted Leader for the 90th Operations Group at F.E. Warren Air Force Base, Wyoming, leading airmen charged with maintaining and operating the nation’s premier Minuteman III ICBM strategic nuclear deterrence capability.

Currently, Chief Master Sergeant Stimpson serves as the Academic Wing’s Senior Enlisted Leader at the U.S. Air Force Academy, Colo. In this pivotal role, he oversees the military education, discipline, and professional development of 4,000 cadets and 750 faculty and staff, shaping the next generation of U.S. Air Force and U.S. Space Force leaders.

Wing Pre-Command Course, Maxwell AFB, Ala. (2025)

Chief Leadership Course, Maxwell AFB, Ala. (2023)

Joint Special Operations Senior Enlisted Academy, Honors Graduate, Joint Special Operations University, Fla. (2021)

Managing Complex Projects Executive Seminar, University of Cambridge, UK (2020)

Joint Special Operations Master of Arts, National Defense University, Fort Bragg, N.C. (2020)

United States Air Force Senior NCO Academy, Maxwell AFB, Gunter Annex, Ala. (2019)

Enterprise Management, Joint Special Operations University, MacDill AFB, Fla. (2018)

AFSOC Commando Officer Development Course, Hurlburt Field, Fla. (2017)

Sheppard AFB NCO Academy, Distinguished Graduate, Levitow Award Winner (2015)

American Military University, BA in International Relations with Honors (2015)

Community College of the Air Force, AS in Aviation Operations (2011)

Moody AFB Airmen Leadership School, Distinguished Graduate (2005)

Senior Enlisted Leader, Academic Wing, U.S. Air Force Academy, Colo. (2026-Present)

Senior Enlisted Leader, 90th Operations Group, FE Warren AFB, Wyo. (2025-2026)

Senior Enlisted Leader, 41st Rescue Squadron, Moody AFB, Ga. (2023-2025)

Joint PME Instructor, Joint Special Operations University, USSOCOM, Macdill AFB, Fla. (2021-2023)

Superintendent, AFSOC Programs Division (A8), Hurlburt Field, Fla. (2020-2021)

Master’s Student, National Defense University, Joint Special Operations Master of Arts, Ft Bragg, N.C. (2019-2020)

Sq Supt/Instructor Sensor Operator, 6th Special Operations Squadron, Duke Field, Fla. (2017-2019)

Ops Supt/Evaluator Flight Engineer, 66th Rescue Squadron, Nellis AFB, Nev. (2014-2017)

Student, HH-60G Flight Engineer Training, Kirtland AFB, N.M. (2013-2014)

Sq NCOIC/Evaluator Aerial Gunner, 438 Air Expeditionary Advisor Squadron, Kabul, Afghanistan (2012-2013)

Evaluator Aerial Gunner/CAA, 6th Special Operations Squadron, Hurlburt Field, Fla. (2008-2012)

Evaluator Aerial Gunner, 56th Rescue Squadron, RAF Lakenheath, UK (2006-2008)

Evaluator Aerial Gunner, 56th Rescue Squadron, NAS Keflavik, Iceland (2005-2006)

Instructor Aerial Gunner, 41st Rescue Squadron, Moody AFB, Ga. (2003-2005)

Student, HH-60G Aerial Gunner Training, Kirtland AFB, N.M. (2002-2003)

Bronze Star Medal

Defense Meritorious Service Medal

Meritorious Service Medal w/5 OLC

Air Medal w/5 OLC

Aerial Achievement Medal w/2 OLC

Air Force Commendation Medal w/3 OLC

Joint Commendation Medal

Air Force Combat Action Medal

Air Force Achievement Medal

Humanitarian Service Medal

Other Achievements

HQ AFSOC A5/8 SNCO of the Year (2020)

492 SOW SNCO Instructor of the Year (2017)

66th RQS NCO of the Year (2015)

USAFE Instructor of the Year (2008)

USAFE NCO Henry “Red” Erwin Enlisted Aviator of the Year (2007)

USAFE Airman Henry “Red” Erwin Enlisted Aviator of the Year (2005)