Originally trained in Yorkshire won the St Leger at Doncaster on his final appearance as a three-year-old and went on to defeat The Derby winner Sir Harry in a match race at York in the following year.

[4] On 25 May at York Racecourse, Symmetry was pitted against the 1797 St Leger winner Lounger in a race over one and a half miles in which he carried twelve pounds less than the older horse.

Ridden by John Jackson, Symmetry won the classic from Honeycomb, with Henry Tempest Vane's Push Forward in third.

In August 1799 Sir Harry, the winner of the 1798 Epsom Derby traveled north for a match race against Symmetry over four miles at York.

[9] The London-based Sporting Magazine speculated that Sir Harry had been ill-suited by the soft, wet ground which was "knee deep in several places" and reported that interest was already strong for a rematch the following spring at Newmarket.

A third match between Symmetry and Sir Harry was scheduled for the 14 May over the Abington Mile course, but Lord Clermont was able to claim a 50 guinea forfeit without having to run his new acquisition, as the Derby winner was withdrawn from the race.

On 30 September he defeated Sir Charles Bunbury's black colt Sorcerer in a 500 guinea match over one and a quarter miles ("Across the Flat").