[9] At Wimbledon 1919, Kingscote beat William Laurentz, Max Decugis and Pat O'Hara Wood before losing in the all comers final to Gerald Patterson.

[10] He won the singles title at the 1919 Australasian Championships, along with the first Anthony Wilding Memorial Medal, beating Eric Pockley of New South Wales in the final in straight sets.

In the 1922 Wimbledon Championships first round against Leslie Godfree they established the routine of saluting the Royal Box by bowing in front of it, a tradition that was in effect to 2003.

[16] The next year professional world number one player Bill Tilden agreed with Mathey that his game is well rounded but lacks speed.

[8] He described his hitting as well-paced,[17] his service as a fast sliced, well placed, paced, twisted and cleverly disguised[8] and his style as a defensive one relying mostly on his half-volley baseline returns.

[19] Kingscote adapted to the combination of net attack and baseline game, which Tilden praised as a key factor of successful tennis style.

[4] After the war he went back competing in tennis tournaments and was appointed the captain of the Great Britain Davis Cup team, while still serving in the army as a colonel.