A former Welsh Guardsman, and a more than dependable county all-rounder, Oakman used his unusual height to gain bounce for his off-spinners, and got well forward to drive while at the batting crease. He passed a thousand runs in a season on nine occasions, took 99 wickets in 1954 and his telescopic skill as a close fielder snared him five catches in Jim Laker's famous 19 wicket haul at Old Trafford, and totalled 594 catches in his career. Although both his Test appearances in the home Ashes series of 1956 ended in victories, he was called upon for just eight overs at Old Trafford, whilst Tony Lock and Laker bowled over 130 between them. He played a key role in the Old Trafford match taking five catches from Australia's two innings. England's wealth of off-spinners during this period which included Laker, Illingworth and Titmus, meant his international career was brief. A stalwart for Sussex for two decades from 1947 to 1968, his value to the team was belied by his comparatively modest batting average, but he still stands eleventh in the list of all time run-scorers for his county. He took five wickets in an innings 31 times, with a best of 7 for 39 against Glamorgan in 1954. He scored 22 centuries, with a highest score of 229 not out against Nottinghamshire in 1961, a season in which he made his highest tally of 2307 runs. Oakman became coach of Warwickshire in 1970 and led them to the County Championship title in 1972. After this he moved away from the pitch, becoming the club's Assistant Secretary for Cricket Administration. Oakman turned to umpiring for a brief spell after retiring, replacing Arthur Fagg for one over at the 1973 Edgbaston Test when Fagg staged a protest at the West Indies attitude in the field, but then became Warwickshire's coach between 1970 and 1987. Oakman continued to play cricket until almost seventy, making appearances for Warwickshire's Over-50s side and inspiring the founding of the Sussex Cricket Society. Oakman died on 6 September 2018, as a mark of respect the Sussex flag was flown at half mast for their championship game against Leicestershire at the County Cricket Ground, Hove.
