During his 29 years career, SGM Jackson held a wide variety of duty positions beginning in October 1972 where he served as Cook/Administrative Clerk with Charlie Company, 2^nd Battalion, 1^st Infantry Training Brigade, Fort Jackson, South Carolina. Based on experience and knowledge in the food service field on December 1995, then Master Sergeant Jackson was promoted to Sergeant Major, and assigned to 25^th Infantry Division, at Schofield Barrack Hawaii as Food Service Sergeant Major. His other assignments include: NCOIC, and Brigade Food Service Supervisor, 1^st Brigade, 1^st Cavalry  Division, Fort Hood Texas; Battalion Sergeant Major, 414^th Base Support Battalion, 104^th Area Support Group, Hanau, Germany ; NCOIC, and Brigade Food Service Supervisor, 2^nd Brigade, 3^rd Armored Division, Gelnhausen, Germany;  Dining Facility Manager, 4^th Battalion, 8^th Cavalry, Gelnhausen, Germany;  Installation Food Service Supervisor, Supply and Services Division, Directorate of Logistics, Fort Gordon, Georgia.

SGM Jackson is widely known and recognized as an iconic figure among the Army’s top performers in food service excellence programs winning the following; 38^th Annual Philip A. Connelly Award in 2005, Runner-up, Small Garrison category; 35^th Annual Philip A. Connelly Award in 2002, “Winner, Large category”; 34^th Annual Philip A. Connelly Award in 2001, “Winner, Large Garrison category” and the 33^rd Annual Philip A. Connelly Award in 2000, “Winner, “Large Garrison category.”