Jeff Milton was three years old on Sunday, April 7, 1865, when the American Civil War ended at Appomattox.

[10] At about that time, his father, John Milton, died of a self-inflicted gunshot wound and was buried in the Episcopal cemetery at Marianna.

[10] A New York Times article attributed Governor Milton’s sudden death to despondency over the course of the Civil War which ended in his suicide.

[11] Recent works have investigated the event with some scholars concluding that the death was from an accident as Milton prepared for hunting.

At age 15 or 16 Jeff Milton considered his prospects and joined his sister in Texas where he worked in her husband's mercantile stores and later as a cowboy.

[12] “On July 27, 1880, he appeared at the Texas Rangers headquarters in Austin, armed with a couple of letters of recommendation from prominent citizens.

Returning to Arizona, the two lawmen followed the outlaws' trail to Willcox, then to Contention City, where they found gang member Manuel Robles and one of the others asleep.

Robles, along with Geronimo Miranda, were killed by Mexican police in the Sierra Madre mountain area.

[13] On June 21, 1895, Milton who was at that time Chief of Police in El Paso, Texas, accompanied his oft partner, Deputy U.S.

Johnson's Grave remains in the cemetery at the old Double Circle Ranch headquarters on Eagle Creek.

Although the dates, capacities and length of his tenure(s) are not firmly established, Milton was employed for a period of years with the Southern Pacific Railroad and/or Wells Fargo.

In Fairbank, he was handing packages to the station agent when former lawman-turned-outlaw Burt Alvord and five others attempted to rob the express car of its cash.

Louis L'Amour wrote in his book Education of a Wandering Man that he met Milton, who bought him breakfast and gave him a ride to Tucson.

"[17] Western storyteller Louis L'Amour's autobiography, Education of a Wandering Man: A Memoir, says Milton gave him a ride to Doubtful Canyon in Arizona.