[2] A first-team regular, Beesley played 35 league and cup games at Brisbane Road in 1989–90, helping Orient to finish comfortably in mid-table in the Third Division under Frank Clark.
He played 49 times in 1992–93 as the club finished 14th in the inaugural season of Premier League football and reached the semi-finals of the FA Cup.
[5] He was used mainly as a back-up player by manager Howard Wilkinson during his time at Elland Road, starting just 19 top-flight games in close to two seasons at the club.
[3] He played six First Division games for the Sky Blues in 1996–97 but quickly fell out of favour at Maine Road after Joe Royle succeeded Clark as manager.
Released by City, Beesley was allowed to join Port Vale on a free transfer in August 1998, where he was disciplined by the Football Association after he picked up 12 yellow cards in 36 games during 1998–99.
Playing more regularly than he had done at his previous club, he was voted Player of the Season for 2000–01 by the Seals fans[6] after his organizational skills helped Chester to boast the lowest goals conceded tally in the Conference.
[6] Beesley moved on to Stalybridge Celtic in October 2001[2] where he played 26 times and was described as "magnificent all season" by manager Paul Futcher.