He is described as having "a broad chest, strong arm, quick eye, cool head and ample nerve.
Singleton used this ewe for breeding, and with the sale of the offspring he was able to pay for the stallion Smiling Tom to cover his master's mare.
The mating was a successful one, resulting in a filly called Lucy, which Singleton rode to victory in a number of races in 1737.
[4] He is said to have walked the entire 120 mile journey round the tracks of the North East, sleeping under haystacks.
In April 1756, he won a valuable 200 guinea match race against Mr Bowles' Trajan over the Beacon Course at Newmarket on the famous Matchem.
[7] At York in August 1766, the Bay Malton set a new record of 7 minutes 43 1/2 seconds for four miles in the Great Subscription Purse.
[3] In 1772, the elder Singleton was still riding at a weight of 8 st 7 lbs (54.0 kg), and it was said that "his head and nerves remained as cool as his chest and arms were strong and solid.
Singleton was twice immortalised by famous equine portraitist, George Stubbs, in commissions by Lord Rockingham.