Alan Reeves had the chance to return to Carrow Road in the early part of 1997 when he was offered by Wimbledon as part-exchange for Norwich's Darren Eadie. Mike Walker dismissed this offer and Alan lost a second chance to play for the Norwich first team.

Alan is one of many former Norwich apprentices who never made the grade at Carrow Road but found relative success elsewhere. After a loan spell with Gillingham for whom 18 league appearances were made, Norwich sold Alan to Chester City. He made 40 appearances for the Cheshire side before joining Rochdale. 121 league games later, Alan made the step up from Division 3 to the Premiership when he was signed by Wimbledon. He has had only limited opportunities for the Dons making 24 appearances in the 1995-96 season. In addition to the aforementioned move to Norwich, Alan had been linked with Preston North End.

According to Yahoo's Teamtalk Wimbledon manager Joe Kinnear was trying to get Reeves to sign a new contract rather than lose him under the Bosman ruling. However his efforts were fruitless and Reeves joined Swindon on June 15th 1998. Supposedly QPR, Burnley and Tranmere were also interested in securing his services.

Alan was released by Swindon's new manager Colin Todd in May 2000 following their relegation to Division Two. Teamtalk speculated in June 2000 that Steve McMahon might attempt to sign Reeves for Blackpool as he had been responsible for bringing Reeves to the County Ground. Instead Alan re-signed for Swindon making 44 appearances in 2000/01, scoring three times. Alan signed a new one year contract with Swindon in May 2003 that will see him take on coaching duties with their reserves

In January 2006, Alan announced his retirement from playing, having made more than 500 league appearances over 18 years. A broken leg sustained in August 2005 against Wycombe was the catalyst which saw Alan decide to concentrate on his coaching career.

Alan stayed as Swindon's reserve team coach until May 2006 when manager iffy Onuora was sacked and replaced by Dennis Wise and Gus Poyet. In October 2006, he registered with Conference South side Sutton United.

He was later Assistant Manager at Brentford but left in April 2007.

He became the AFC Wimbledon Development Squad and Academy Under-23 manager in June 2014. He left the role in May 2019.

In 2020 he began scouting for Leicester City.