
Ashley researcher challenges narrative
Steve Carr’s interest in the Ashley Gang began as a child growing up in Lake Worth, where he would hear his grandfather, William Carr, and friend, Woody Upthegrove, talk about the gang’s exploits.
Steve Carr’s interest in the Ashley Gang began as a child growing up in Lake Worth, where he would hear his grandfather, William Carr, and friend, Woody Upthegrove, talk about the gang’s exploits.
As November 1924 approached, the Ashley Gang had been reduced to the trio of John Ashley as leader, veteran criminal Clarence Middleton and newcomer Jerold Ray “Shorty” Lynn.
Sandra Provence learned a thing or two from her grandmother, the sister of outlaw John Ashley, about how to comport herself as a descendant of Florida’s most notorious crime family.
As the daughter of Ashley Gang outlaw Ray Lynn, Inez Lynn Hamilton had an unusual —and intentionally misleading — story that she would share with her grandchildren about her father’s death.
Palm Beach County Sheriff Bob Baker got something of a break when John Ashley and the gang robbed the Bank of Pompano on Sept. 12, 1924.
The Ashley Gang and Sheriff Bob Baker and his deputies had settled into a kind of detente in the months following the shootout at the still near Fruita that left Ashley patriarch Joe Ashley and Deputy Fred Baker dead.
After nearly two more years in prison, John Ashley made his fifth and final escape from custody on Sept. 27, 1923.
Besides Hanford Mobley, Clarence Middleton and Roy Matthews, another person worked behind the scenes to execute the Bank of Stuart robbery, casing the bank in the weeks before with how-to instructions relayed by John Ashley from prison. Her name: Laura Upthegrove, John’s lover.
Instead of dressing for court and appearing in Tampa to face a charge of piracy on May 2, 1922, Hanford Mobley slipped on a woman’s black dress and white blouse, stockings and high heels and large-brimmed veiled hat.
With John Ashley in prison and three of his brothers dead from their criminal activities, leadership of the Ashley Gang in 1922 fell to John’s 17-year-old nephew, Hanford Mobley.