Sergeant Major Aguilera reported to Marine Corps Recruit Depot San Diego, California in August 1999 for recruit training. Upon graduation, he reported to Infantry Training Battalion at Camp Pendleton, California. Upon completion of the School of Infantry, he reported to Light Armored Vehicle (LAV) Crewmen Course and earned the 0313 Military Occupational Specialty, graduating with the distinction as class honor graduate and earning meritorious promotion to Lance Corporal.
In February 2000, he reported to 1st Light Armored Reconnaissance Battalion, 1st Marine Division in Camp Pendleton, California. In December 2000, he earned meritorious promotion to Corporal. In September 2001, he deployed with B Company, with Battalion Landing Team (BLT) 1/1, 15th Marine Expeditionary Unit (MEU). In November 2001, he served as the Platoon Commander’s LAV-25 Gunner during the Invasion of Afghanistan at the commencement of Operation ENDURING FREEDOM in support of combat operations. In July 2002, he was promoted to the rank of Sergeant and subsequently deployed in February 2003 as a Platoon Sergeant in support of the commencing of Operation IRAQI FREEDOM.
In December 2003, he reported to Recruiting Station Orange, 12th Marine Corps District, California. He served as a canvasing recruiter and Assistant Non-Commissioning Officer In Charge for RSS Santa Ana and RSS Costa Mesa. In January 2006, he was meritoriously promoted to the rank of Staff Sergeant. In September 2007, he reported to 1st Light Armored Reconnaissance Battalion, 1st Marine Division in Camp Pendleton, California. In November 2009, he was promoted to the rank of Gunnery Sergeant and subsequently served as Platoon Sergeant, Police Mentoring Team Staff Non-Commissioned Officer In Charge, and Platoon Commander. In May 2010 and November 2011, he deployed with E Company in support of Operation ENDURING FREEDOM (OEF 10-1, 11-1 and 12-1) supporting combat operations in Helmand Province, Afghanistan. In September 2012, he reported to 2d Light Armored Reconnaissance Battalion, 2d Marine Division in Camp Lejeune, North Carolina, subsequently serving as Platoon Commander and Operations Chief for Company D.
In February 2013, he was promoted to the rank of First Sergeant and reported to C Company, 1st Battalion, 2d Marines, 2d Marine Division in Camp Lejeune, North Carolina. In October 2014, he deployed to Helmand Province, Afghanistan in support of operation ENDURING FREEDOM 14-2. In January 2015, he reported to Combat Logistics Battalion 6, Combat Logistic Regiment 2, 2d Marines Logistics Group and served as the Headquarters and Service Company First Sergeant. In July 2015, First Sergeant Aguilera reported to 2d Transportation Support Battalion, Combat Logistic Regiment 2, 2d Marines Logistics Group, for duty as the A Company First Sergeant, and subsequently served as the Senior Enlisted Advisor for exercise COLD RESPONSE 2016 in Norway. In August 2016, he reported to 5th Battalion, 11th Marines, 1st Marine Division in Camp Pendleton, California to serve as the Headquarters Battery First Sergeant at Camp Pendleton, California. In September 2017, First Sergeant Aguilera assumed the duties as the 5th Battalion, 11th Marines Battalion Sergeant Major. In January 2018, he was transferred to 2nd Battalion 11th Marines, 1st Marine Division, to serve as the Battalion Sergeant Major.
On March 16, 2018 he was promoted to his current rank of Sergeant Major, and reported to HMH-462, MAG 16, MCAS Miramar, California as the Squadron Sergeant Major. In May 2019, he deployed with the squadron to the Pacific on Unit Deployment Program 19.2 to Okinawa, Japan. In June 2020, he reported to Headquarters and Support Battalion, School of Infantry-West, MCB Camp Pendleton, California, were he served as the Battalion Sergeant Major.
In March 2022, he assumed his current duties as the Sergeant Major of Headquarters and Service Battalion, Marine Corps Recruit Depot, California.
Sergeant Major Aguilera's personal awards include the Meritorious Service Medal (gold star in lieu of third award) , the Navy and Marine Corps Commendation Medal (gold star in lieu of third award), the Navy and Marine Corps Achievement Medal (gold star in lieu of fourth award with a V), and the Combat Action Ribbon (gold star in lieu of second award).