Born in Droylsden, Greater Manchester, Taylor began his career as a trainee at Oldham Athletic in October 2005. However, he made no appearances for Oldham before joining Stockport County on loan in March 2006. He signed a permanent two-year contract with Stockport County in August 2006, and then signed a new two-year in January 2007, with manager Jim Gannon saying, "He has all the attributes in terms of stamina and work-rate, plus he is mobile and we keep trying to add to his game.
He has grown in confidence and he could be a fantastic player.
He might out-grow us but I like to think we are bringing in players that will grow with this club Taylor joined on a free transfer in January 2009, signing a 2 1⁄2-year contract.
Taylor went on loan to Rochdale for the 2009-2010 season. He scored his first goal for Rochdale on 5 December 2009 against Macclesfield.
On 28 January, Jason Taylor has had his contract with terminated by mutual consent, and joined Cheltenham Town.
He was placed on the transfer list in the summer of 2014, but after a number of impressive pre-season games, rumours began spreading he would stay at the club On 1 January, Jason Taylor joined on a loan deal.