He was born in Quetta, Balochistan which was then in the British Raj.
[1] Wooldridge played for Devon in the 1926 Minor Counties Championship, making his debut against Monmouthshire.
[2] Later in 1926, Wooldridge returned to the British Raj, where he made his first-class debut for the Europeans (India) against the Marylebone Cricket Club.
Four years later he played two further first-class matches, one for the Europeans, which came against the Muslims and the other for the Punjab Governor's XI against the Muslims.
With the ball he took 5 wickets at a bowling average of 39.40, with best figures of 3/69.