Crosbie was a community football coach for Wimbledon between 1998 and 2003 but was made redundant due to the club's financial position.
When unemployed, he found a job opening on the internet for the Technical Director position at the Turks and Caicos Islands Football Association, two weeks after first hearing of the Islands at the 2002 Commonwealth Games.
[2][3] Crosbie became manager of the Turks and Caicos Islands national team in August 2003.
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