 He was one of a group of lawmen who made a raid on the courthouse at Cimarron, which resulted in a famous gunfight known as the Battle of Cimarron.He later moved to Guthrie, Oklahoma, and then later became a Deputy Sheriff of Logan County, Oklahoma.On September 1, 1893, as a Special Deputy U. S. Marshal, he was involved in the Battle of Ingalls, a gunfight in Ingalls, Oklahoma against the Doolin-Dalton gang, and was responsible for the capture of gang member "Arkansas Tom" Jones.