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Derek Pringle was educated at St. Mary’s School (Nairobi), Felsted School and Fitzwilliam College, Cambridge. He played for Essex between 1978 and 1993. He was a member of the successful Essex sides of the 1980s and early 1990s, alongside cricketers such as Graham Gooch, Mark Waugh, Nasser Hussain, John Lever and Neil Foster, which in that period won the County Championship six times. As an undergraduate, Pringle played for Cambridge University. In 1982, while captain of the University, he was selected for England Pringle went on to play 30 Tests, the last of which was in 1992, scoring 695 runs and taking 70 wickets. He also played in 44 One-Day Internationals between 1982 and 1993. He appeared in two World Cups and was a member of England's 1992 World Cup Final team. Pringle's first-class batting average exactly matched his bowling average.

He was a Technical Advisor to the Oman cricket team in 2015, helping them qualify for their first ever World T20 Tournament the following year.

Phase 1 – Early days in Botham's shadow Picked for the first time in 1982, he played several Test matches that summer with Ian Botham in the same side. The selectors felt that faster bowling was more likely to trouble the 1982 tourists (India and Pakistan) than spin. Pringle toured Australia in 1982–83 but failed to hold his place in 1983.

Phase 2 – England's all-rounder By the summer of 1986, Botham had been banned for three months for smoking cannabis. Pringle was therefore elevated to fulfil Botham's role. 1986 was probably one of the worst years for English Test cricket. Pringle played in the first three-match series of the summer, bowling adequately but having his batting exposed by the Indian spin attack, particularly Maninder Singh.

Phase 3 – "Pring the swing" As so often happened around this time, England's youth policy was not long-lasting; Pringle was back in the England team by the beginning of the 1991 season, again against the West Indies. In the interim he had made a clear change to his bowling style, slightly slowing down and swinging the ball. In this new style he proved highly effective throughout that series. On a lively Headingley pitch, his style took wickets and proved hard to score against. He took five wickets at Lord's and shared a big partnership with Chris Lewis in the second innings at Birmingham. With Botham returning from the wilderness for the final test of that series, Pringle was dropped again.

The English home season of 1992 saw Botham and Pringle initially play together in the Test side, but neither lasted long. Botham played his last Test at Lord's, and Pringle was dropped until the Leeds Test match. Again, Pringle was instrumental in England's win versus Pakistan, and the selectors persisted with him for the Oval. By this stage he was beginning to be easier to play on flat pitches but an excellent opponent when there was anything in the pitch. On a very true, fast, bouncy surface at the Oval, Pringle looked highly playable, and his final bow on a Test match field saw him having his off stump flattened by Wasim Akram. He was not chosen to tour India in 1992–93, but did make the Texaco Trophy side for 1993 against Australia. Failing to make the Test side, he retired shortly afterwards.

For the following winter tour of 1991–92, Pringle bowled tightly in the Test Series in New Zealand and was a star in the following World Cup. Opening the bowling in every game, he produced tidy figures in every match, particularly in the World Cup Final in which England were beaten by Pakistan.

The "in-out" nature of Pringle's selection continued again in 1989. Botham and Pringle played together in the Texaco Trophy, but Botham sustained a facial injury facing Glamorgan bowler Steve Barwick. On a very flat pitch at Leeds, Pringle was one of four bowlers put to the sword by the Australian batsmen. He was dropped until the final Test of the series at the Oval, where he took four wickets in the Australian first innings and was England's most successful bowler. For the following winter tour to the West Indies, the England selectors pursued a youth policy, which did not include Pringle. Chris Lewis became England's new all-rounder.

By the turn of the year he had lost his place to another aspiring all-rounder, David Capel from Northampton, who played in the Bicentenary Test in Sydney as well as the Test series in New Zealand. Again recalled for the home series against West Indies in 1988, Pringle took immediate action by taking five wickets in the Texaco Trophy series and making a crucial 39 in the second game at Headingley, which proved to be the difference between the two teams. Arguably that game was his highest point for England.

With Botham returning for the last Test of the year at the Oval, Pringle was dropped and did not make the 1986–87 Australian tour. He did not return to the side until the following winter's tour to India and Pakistan for the 1987 World Cup, as Botham had decided not to tour. Pringle's style of bowling proved to be unsuccessful on dead Asian pitches; he went for 83 runs against West Indies in Gujranwala, and did not play another game in that tournament.

His father Donald Pringle played two matches for East Africa in the 1975 Cricket World Cup.

Derek Raymond Pringle (born 18 September 1958) is an English former Test and One Day International cricketer for England, and is now a cricket journalist.

He has eclectic tastes in fashion and music in comparison to his former team-mates. Pringle's interests include archaeology, photography, writing, real ale, and more obscure musical trends. He picked a track, (The Soft Boys with "I Wanna Destroy You"), for Rough Trade Records' 30th anniversary compilation album.