In 2012 Six graduated from the Otero Junior College Law Enforcement Training Academy in La Junta Colorado. After graduation Six was hired as a patrol deputy for the Kiowa County Sheriff’s Office under Sheriff Forrest Frazee.
In 2013 Six was made a supervisor of the Reserve Division and soon thereafter promoted to Sergeant. In 2015 Sheriff Casey Sheridan appointed Six to Undersheriff. On January 6, 2019, Six was elected Bent County Sheriff becoming the youngest Sheriff in the State of Colorado.