Sergeant Major Charkowski was born in Madison, Wisconsin. Upon graduating from high school in 1993 he enlisted in the Marine Corps. After graduation from Boot Camp and Marine Combat Training he attended Military Police Occupational Specialty School at Fort McClellan, Alabama. His first duty assignment was Marine Corps Base Camp Lejuene, North Carolina, where he served as Gate Sentry, Patrolmen and Desk Sergeant. He was meritoriously promoted to Corporal in 1996.
In February of 1997, Sergeant Major Charkowski was transferred to Marine Wing Liaison Kadena in Okinawa, Japan as a Marine Customs Inspector. While in Okinawa, Sergeant Major Charkowski was promoted to Sergeant and requested orders to Marine Corps Recruit Depot, San Diego, California. He attended Drill Instructor School Class 3-98 and upon graduation was assigned to Company M, 3rd Recruit Training Battalion. Sergeant Major Charkowski was promoted to Staff Sergeant in 2000.
In July 2001, Sergeant Major Charkowski was transferred to Military Police Company, 1st Fleet Service Support Group. He deployed in support of Operation Iraqi Freedom in 2003 while assigned to the 15th Marine Expeditionary Unit. Upon his return he requested orders to Assistant Marine Officer Instructor duty, Naval Reserve Officer Training Corps Madison, Wisconsin. While assigned to the NROTC unit he was a Sergeant Instructor at Officer Candidate School during the summers of 2004 and 2005. Sergeant Major Charkowski was promoted to Gunnery Sergeant in 2006.
In 2007, Sergeant Major Charkowski received orders to Military Police Company, 1st Marine Division. Upon his arrival he was sent to the I Marine Expeditionary Force as the Ground Combat Element Commanding General's Personal Security Officer and deployed in support of Operation Iraqi Freedom from February 2008 to January 2009.
In February 2009, Sergeant Major Charkowski was promoted to First Sergeant and assigned as the Company First Sergeant Truck Company Bravo, 1st Marine Division. He subsequently held First Sergeant positions with Headquarters and Service Company, Headquarters Battalion, 1st Marine Division, Weapons Company, 3rd Battalion, 1st Marines, and Region 6, Marine Corps Embassy Security Group, stationed in Johannesburg, South Africa.
In June 2014, Sergeant Major Charkowski was promoted to his current rank and received orders to Okinawa, Japan as the Combat Assault Battalion Sergeant Major. In November 2016, Sergeant Major Charkowski received orders to 1st Marine Aircraft Wing as the Marine Wing Support Squadron 172 Sergeant Major.
Sergeant Major Charkowski assumed his post as the Sergeant Major, Marine Aircraft Group 36, 1st Marine Aircraft Wing in December 2017.
Sergeant Major Charkowski's personal awards include (4) Meritorious Service Medals, (4) Navy Commendation Medals, (2) Navy/Marine Corps Achievement Medals, Air Force Achievement Medal, and the Combat Action Ribbon.