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For £250,000, his first fee signing the Blades took him from the Monkey Hangers in January 1998 where he only managed 4 sub appearances until August 2000 where Peterborough took him on board at London Road, in between then he went on loan to Shrewsbury, Hartlepool and Halifax.
Carlisle United had Cullen on loan for 10 games where he failed to score, but Darlington signed Cullen from the Posh on a free transfer, he then joined Spennymoor before moving back to the Shay and now back again for a third spell with the Yorkshire club.