Career
Playing career
Crossley started his football career with Overton United. He moved to Wycombe Wanderers in 1987, where he played for 10 years, making a total of 330 appearances, scoring 11 goals. He joined Andover in 2001, which is where Crossley finished his playing career.
Management career
Crossley was appointed assistant manager at Woking in November 2002, to work alongside Glenn Cockerill.
During Woking"s 1-0 victory over York City on 29 December 2006, Crossley head-butted York substitute James Dudgeon, after he had tried to intervene as a peacemaker during a touchline tussle between Neal Bishop and Woking"s Danny Bunce. Crossley and Cockerill were sacked by Woking in March 2007.