Bellamy had a spell at Nottinghamshire County Cricket Club as a teenager, but decided to pursue a career in football instead, joining Chesterfield as a trainee. He broke into the first team and played seven seasons at Saltergate. He won the Fourth Division championship in 1984–85 with the club and made a total of 207 appearances in all competitions for the Spirites, despite missing 15 months through injury. Following his return from injury, Bellamy was set to move to Birmingham City but the transfer collapsed.
Wolverhampton Wanderers
He left the club in July 1987 after becoming embroiled in a contract dispute to join then-fourth tier Wolverhampton Wanderers for a £17,500 fee set at tribunal. After making his debut for the club on 12 September 1987 in a 2–2 draw with Crewe Alexandra, he won the Fourth Division championship for the second time in his career. The defender also got to experience a Wembleyfinal as the club lifted the Football League Trophy at the end of the season too, defeating Burnley 2–0 in the final. His second season with Wolves saw him add another medal as the club immediately won the Third Division. He remained a first choice player in his first season at the second flight level in 1989–90 but subsequently was used only sparingly in the following two seasons. At the start of the 1991–92 season, Bellamy contracted Lyme disease on a pre-season tour of Scandinavia which kept him out for the opening weeks of the season and he was unable to force his way back into the side on his return. He joined Cardiff City on loan in a bid to regain fitness toward the end of the season, making nine league appearances for the Bluebirds.
Later career
The following season, Bellamy was sold to Third Division Leyton Orient for £30,000 in September 1992. Here, he played as a first choice player for four seasons, despite continued friction with then manager Peter Eustace, before leaving for non-league Chelmsford City in June 1996. Just five months later, he took up a joint manager role for the club and spent five years in this capacity, winning promotion to the Isthmian League Premier Divisionin 2001. He had earlier guided them to promotion in 1998, but their ground was deemed not to meet the requirements of the higher division at that time. This promotion success alerted Conference side Dover Athletic to him and he took up the reins there following this in June 2001. However, he was sacked only months later in November as the club struggled. He became manager of Braintree Town, where he had had a loan spell as a player, but was later fired in November 2003.
