In a 1997 interview with the Baltimore Sun, Robb said that Little Bold John, who earned $2,056,406, was the best horse he had ever trained.
His biggest win came at Gulfstream Park in the Donn Handicap a grade one stakes worth $175,000.
Breeder Clagett sold Little Bold John to Anne Arundel County businessman Jack Owens after his fourth start.
[2] Following his retirement, owner-trainer Jerry Robb sent Little Bold John to live at Hidden Hill Farm in Edgewater, Maryland.
The horse spent the last few years of his life at Weston Farm in Upper Marlboro, Maryland.
After suffering an attack of colic, he died at age 21 on January 21, 2003, in the same field where he had lived as a youngster.