Brought up on his father's farm, he became in 1851 private trainer of steeplechasers at Cessford Moor to a banker named Grainger.
[1] He soon afterwards moved to East Ilsley in Berkshire, where he became private trainer to Mr Robinson, an Australian, for whom he won the Royal Hunt Cup at Ascot with Gratitude.
In 1866, on Robinson's retirement from the turf, Waugh succeeded Mathew Dawson at Russley Park, near Lambourn, where he was a successful private trainer for James Merry.
Several continental owners sent horses to be trained by him, among them Prince Tasziló Festetics, for whom he won the Grosser Preis von Baden, the Deutsches Derby, and other important races.
[1] Waugh achieved some success as a breeder of racehorses, and when at Newmarket bought and sold thoroughbreds for continental patrons and foreign governments.