Reeve played for Hong Kong in the 1982 ICC Trophy, averaging 34.50 with the bat and 15.71 with the ball. He signed for Sussex for the 1983 English season, and took 42 wickets in the County Championship at 29.35 apiece, although he was less successful with the bat and did not reach fifty in his 20 innings that year. He remained with Sussex for six seasons, his most successful being 1987 when he managed a batting average of over 40 and took 42 wickets at under 30.
He moved to Warwickshire in 1988, and it was here that he gained his greatest successes. In the batsman-friendly summer of 1990, he averaged 54, making his highest first class score of 202 not out, and making two other centuries on the way to a total of 1,412 runs. Reeve was made captain in 1993, and in 1994 led the county to an unprecedented domestic treble, winning the County Championship, the AXA Equity and Law League and the Benson & Hedges Cup, only being defeated in the final of the NatWest Trophy. This achievement came despite well-publicised differences of opinion with Warwickshire's star batsman Brian Lara, vividly described a few years later by Reeve in his book Winning Ways.
The following season Warwickshire retained their Championship and NatWest Trophy crowns, but Reeve left Warwickshire after playing until halfway through the 1996 season. He moved on to become coach to Somerset (for whom he also played several games in one-day cricket in 1998), and also began to work in television cricket commentary for Channel 4.
Reeve played only three Test matches for England, but his improvising style was better suited to One Day Internationals and he made 29 appearances in this form of the game, appearing in both the 1992 and 1996 World Cups. However, he never scored highly in ODIs and his batting average would have been considerably lower but for his high proportion of not-out innings.
One of his improvisations against left-arm spinner Rajesh Maru of Hampshire was to drop his bat to avoid being caught out by the close fielders.
In May 2005, Reeve revealed that he was addicted to cocaine, and that he had commentated on a Test match the previous year under the influence of the drug. Reeve also admitted to using Marijuana whilst he was an active player for Warwickshire but only out of season.