CMSgt Jonathan “Mark” Castleberry is the Senior Enlisted Leader for the 81st Training Group, Keesler Air Force Base (AFB), Mississippi. He is responsible to the commander for the professional development, military readiness and mission effectiveness of more than 4,000 officer, enlisted and civilian personnel from all five Department of Defense services and international militaries. Chief Castleberry provides guidance to seven commanders and leads 1,300 instructors and staff who deliver 394 courses to more than 2,500 non-prior service Airmen and 500 temporary duty students daily. The group’s collective efforts produce over 27,000 graduates per year and directly enhance the operation Air Force’s lethality and readiness.
Chief Castleberry grew up in Farmington, Missouri, where he enlisted in the United States Air Force in September of 2001. His background includes multiple positions within the Civil Engineer enterprise & functional community which range from a myriad of Structural capacities, Heavy Repair Superintendent, and Prime BEEF Manager. Additionally, Chief Castleberry has served as CE Training Pipeline Manager, Mission Support Group Executive Officer, Society of American Military Engineers State President for Arkansas & Vice President for Washington. His assignments include bases in Delaware, Republic of Korea, Arkansas and Washington. He has also deployed in support of Operation IRAQI FREEDOM and Operation ENDURING FREEDOM.
Prior to serving in this position, CMSgt Castleberry served as the Senior Enlisted Leader of the 366 TRS Det 6 at the NCTC-Gulfport Mississippi until July 2023.
EDUCATION
2004 Airmen Leadership School, Sheppard Air Force Base (AFB), Texas
2012 Noncommissioned Officer Academy, Keesler AFB, Miss
2013 Senior Enlisted Joint Professional Military Education, Correspondence Course
2013 Senior Noncommissioned Officer Academy Correspondence Course
2015 Associate of Applied Science Degree in Construction Technology in Military Science, CCAF
2017 Senior Enlisted Joint Professional Military Education II, Correspondence Course
2018 Air Mobility Command Superintendent Course, Scott AFB, IL
2019 Senior Noncommissioned Officer Academy, In-residence
ASSIGNMENTS OR CAREER CHRONOLOGY
1. September 2001–November 2001, Student, Basic Military Training, Lackland Air Force Base (AFB), Texas
2. November 2001–April 2002, Student, Technical Training School, Gulfport Naval Station, Miss
3. April 2002–February 2004, Structural Journeyman 436th Civil Engineer Squadron, Dover AFB, Del
4. March 2004–March 2005, Structural Journeyman 554 RED HORSE, Osan AB, R.O.K
5.March 2006–November 2019, Operations Engineering Superintendent, NCOIC Requirements and Optimization, Heavy Repair Superintendent, Prime BEEF Manager/MSG Exec/Paint Shop NCOIC/Asst. NCOIC Structure Shop/Structural Craftsman, 19th Civil Engineer Squadron, Little Rock AFB, AR
6.November 2019–January 2022, Superintendent, Operations Flight, 92d Civil Engineer Squadron, Fairchild AFB, WA
7.January 2022–July 2023, Senior Enlisted Leader, 366 TRS/Det 6, Naval Construction Battalion Center, Gulfport, MS
8.July 2023–May 2026, Civil Engineer and Logistics Training Pipeline Manager, 2 AF, Keesler AFB, MS
9.May 2023-Present, Senior Enlisted Leader, 81st Training Group, Keesler AFB, MS
MAJOR AWARDS AND DECORATIONS
Air Force Meritorious Service Medal with three oak leaf cluster
Air Force Commendation Medal with five oak leaf clusters
Air Force Achievement Medal with five oak leaf clusters
Navy Achievement Medal
(Current as of June 2026)