Sheriff Gary Boggess was born in McAlester, Oklahoma, in 1966. He attended Indianola Public School from kindergarten to 12th grade, graduating in 1984. He attended college at OSU/OKC.
Sheriff Boggess joined the United States Army in 1986 and served on active duty until 1991. He was assigned to the 101st Airborne Division and served in Operation Desert Shield and Operation Desert Storm. After returning from Operation Desert Storm, he left active duty, joined the Oklahoma National Guard, and served from 1991 to 1999. He received several awards and commendations while on active duty and in the Oklahoma National Guard.
Sheriff Boggess entered his law enforcement career in 1991 when he joined the Oklahoma County Sheriff’s Office and worked there until 1995. In 1995 he joined the Oklahoma Capitol Patrol, a division of the Oklahoma Department of Public Safety. He was assigned to the Governor’s Executive Security Detail and also worked in the patrol division. He attended college at OSU/OKC while working for the Oklahoma Capitol Patrol.
In 1999 he left the Oklahoma Capitol Patrol and went to work for the Newcastle Police Department. While with the Newcastle Police Department, he worked his way through the ranks. Sheriff Boggess holds the Advance Law Enforcement Certification, which is the highest in the state. He has over 2,000 hours of continuing education hours through CLEET. He started as a patrol officer and was promoted up through the ranks. He held the positions of K-9 Officer, Corporal, Sergeant, Lieutenant, and then Assistant Chief of Police in 2008. He attended and graduated from the Chief and Command Staff Academy. He held that position until his retirement on May 25th, 2021.
In April 2021, he was approached by Sheriff Jim Weir of the Grady County Sheriff’s Office, asking if he had an interest in being the Undersheriff of Grady County, and he gladly accepted his offer. He is very honored Sheriff Weir asked him to be the Undersheriff of Grady County. He attended the Oklahoma Sheriffs Academy in 2022.
On February 1st, 2023, the Board of County Commissioners appointed Gary Boggess as the Sheriff of Grady County when Sheriff Jim Weir retired.
Sheriff Boggess is married to the love of his life Carrie Boggess. They were married on June 21st, 2008, and have three wonderful kids, Whitney, Kenna, and Keaton. Carrie has been a Grady County resident for most of her life. Sheriff Boggess moved to Grady County 15 years ago. Carrie has been a Reserve Deputy for the Grady County Sheriff’s Office for approximately 21 years. They own property in Grady County, where they are raising their children.
Sheriff Boggess and his family are members of and attend Bible Baptist Church. They love their church family, and their faith in God is what leads them through every day. He is looking forward to seeing God’s plan for me in the future, serving the citizens of Grady County.