Career
In his teenage years, he had been one of the most promising players in the Lincoln area and regularly appeared for Lincoln City"s youth and reserve sides. A slight but skilful player, it was often felt his physique would prevent him turning professional. He was finally given an opportunity in the professional ranks when he joined Lincoln City on non-contract terms in September 1987.
However, in a struggling team he found it difficult to make an impact and made just seven appearances for the Imps before rejoining Lincoln United.
In 1988, Crosby came to the attention of Grantham Town manager Martin O"Neill while playing for the Lincolnshire County FA side and was soon signed by Grantham on a free transfer. He made just nine appearances for the Gingerbreads, scoring twice, before joining for £20,000 (a club record) in December 1987 where he went on to make 152 appearances, scoring 12 goals, during a seven-year career at the City Ground.
During his time at Forest, Crosby spent three games on-loan at Grimsby Town, during the 1993/94 season, before joining Huddersfield Town on a free transfer in 1994. Crosby made just 44 appearances for the club, scoring six goals.
His spell at the Yorkshire club included an appearance at Wembley in the playoff final.
The 1997/98 season saw him play a handful of times for Rushden and Diamonds and he returned to Lincoln United for the start of the 1998/99 season. Crosby made his debut for the Brewers in the 1–1 draw with Nuneaton Borough on 3 November 1998. Crosby resigned from his position as assistant manager in January 2005, due to work commitments.
However, following a short time out of the game Crosby returned to Burton Albion ahead of the 2006/07 season.
By Christmas of the 2008/09 season Clough and Crosby had led Burton Albion to a 13-point lead at the top of the Conference National. However, in January 2009 Clough left Burton Albion to replace Paul Jewell as manager of Derby County.
In January 2009 Crosby followed Nigel Clough to Derby County taking the position of assistant manager. After the departure of Nigel Clough from Derby County in 2013 Crosby followed Clough to Sheffield United acting as coaching staff
