Sergeant Major Upp graduated from Marine Corps Recruit Depot, San Diego, California on November 18 1994. Upon graduation, he completed Marine Combat Training at Camp Pendleton, California. After completion he reported to Ft Sill, Oklahoma to attend Marine Artillery Scout Observer Course and was meritoriously promoted to Lance Corporal. He then reported to NAS Coronado, California to attend Naval Gunfire Spotter Course.
In February 1995, Sergeant Major Upp was transferred to India Battery, 3d Bn, 11th Marines, 1st Marine Division where he served as a Scout Observer and Liaison Chief.
In January 1998, Sergeant Major Upp reported to Marine Security Guard School in Quantico, Virginia. Sergeant Major Upp served at the American Embassy in Bogota, Colombia and Hanoi, Vietnam.
In August 2000, Sergeant Major Upp was transferred to India Battery, 3d Bn, 11th Marines, 1st Marine Division in 29 Palms, California. During this tour he held the billet of Battery Liaison Chief. In February 2001, Sergeant Major Upp deployed to Camp Hansen, Okinawa for UDP. In January 2003, he deployed to Iraq for OIF with 3d Battalion 7th Marines, 1st Marine Division. In February 2004, he deployed to Iraq with 3d Bn, 11th Marines, 1st Marine Division for OIF 4.6.
In December 2004, Sergeant Major Upp transferred to 1st Air Naval Gunfire Liaison Company, I Marine Expeditionary Force, Camp Pendleton, California. During this assignment he held the billets of Brigade Platoon Sergeant and Company Operations Chief. Sergeant Major Upp deployed 3 times to Iraq with 1st ANGLICO. August 2005 to March 2006 in support of 155 Mississippi National Guard in Kalsu, 4-14 Stryker Brigade in Rawah, 1st Iraqi Army Brigade in Al Qaim and TF 1-36 in Hit. August 2006 to March 2007 in support of 1st Iraqi Army Division in Habbaniyah and Naval Special Warfare and 1st Iraqi Army Brigade in Fallujah. February 2008 to October 2008 he served as the Operations Chief in Al Asad.
In January 2009, Sergeant Major Upp transferred to Marine Battery, Marine Artillery Detachment, Fort Sill, Oklahoma. Sergeant Major Upp was responsible for the accountability, conduct and well being of over 4,485 students for six artillery MOS producing schools.
In April 2012, Sergeant Major Upp assumed the duties as Alpha Company First Sergeant, 1st Bn 1st Marines, Camp Pendleton, California. In June 2012, Sergeant Major Upp deployed to Afghanistan with Alpha Company, 1st Bn, 1st Marines, 1st Marine Division for OEF 12.1 and 12.2. Upon return Sergeant Major Upp assumed the duties as First Sergeant for Headquarters and Service Company in February 2013.
In February 2014, Sergeant Major Upp assumed the duties as Battalion Sergeant Major for Combat Logistics Battalion 1. July 2014 Sergeant Major Upp deployed to Afghanistan for OEF 14.2. From October 2015 to April 2016, Sergeant Major Upp deployed in support of SPMAGTF CR CC.
In August 2016, Sergeant Major Upp reported to Recruiting Station Fort Lauderdale, FL for duty as the Recruiting Station Sergeant Major.
In August 2018, Sergeant Major Upp reported to 9th Marine Corps District, IL for duty as the District Sergeant Major.
Sergeant Major Upp’s personal decorations include: The Meritorious Service Medal with three gold stars in lieu of fourth award, the Navy and Marine Corps Commendation Medal with “V” and two gold stars in lieu of third award, the Navy Marine Corps Achievement Medal with “V” and four gold stars in lieu of fifth award, and the Combat Action Ribbon with one gold star in lieu of second award.