He was born in Berrow, Burnham-on-Sea, Somerset, the second of the three Whitcombe brothers who were all successful English professional golfers in the 1920s and 1930s and – despite never winning The Open Championship like his younger brother Reg – could be considered the most prominent of the three, winning the British PGA Matchplay Championship twice and captaining the Ryder Cup side four times.

Whitcombe finished fifth in The Open Championship in 1922, three shots behind the winner and beaten only by Walter Hagen, Jim Barnes, George Duncan and Jock Hutchison – the players who between them had won 8 of the previous 9 major championships.

Whitcombe would enjoy several other high finishes in the Championship, beaten by players including Bobby Jones, Gene Sarazen and Henry Cotton, but only once again came as close to winning, in 1935, when he finished third, three shots behind Alf Perry at Muirfield.

Both of his Matchplay championship victories came in finals against a young Henry Cotton, by 12 years Whitcombe's junior.

In 1937 Whitcombe was the first winner of the Harry Vardon Trophy, which was presented to the player with the best average in the major stroke play events.