Major Sherley began his career with the Leavenworth County Sheriff's Office in 1996. Since that time, he has served in the capacity as a Detention Officer, Patrol Deputy, Detective, and Patrol Sergeant. During this time frame, Major Sherley augmented his service as a jail S.O.R.T team member, Tactical Assistance Group member and Leader, Defensive Tactics Instructor, Field Training Officer and as School Resource Officer at Basehor-Linwood High School.
As the Undersheriff, Major Sherley is second in command of the Sheriff's Office. In this position, Major Sherley has administrative oversight of the Operations Bureau which includes patrol, school resource officers, investigations, evidence, communications (dispatch), warrants, bomb unit, the tactical team and fleet management.