[2] He made his first team debut as an 81st minute substitute for Scott Kerr in a 3–1 defeat at Port Vale in the Football League Trophy first round Northern section on 22 October 2002.

[8][9] Fry was released by Hull in May 2007 and after trialling with newly-relegated League One club Leeds United during the summer he signed non-contract terms with Halifax on 9 August.

[10][11][12] He was an unused substitute in their first two games of the season before signing for Conference North club Boston United on non-contract terms later in August.

[13] After being an unused substitute for Boston he opted to a move to Conference Premier team York City on non-contract terms, in pursuit of a permanent deal, on 15 September.

[20] This was followed by a second successive start in a 3–3 draw after extra time with Northwich Victoria in the Conference League Cup fifth round Northern section on 6 February, which York lost 3–2 in a penalty shoot-out, although he was substituted in the 52nd minute.