Career
A defender by trade, Simpkins was primarily a left back but now plays in the more familiar role of central defender. He began his professional career at Chesterfield after progressing through the youth team In 2001, he moved on to Cardiff City but failed to make a significant impact on the first team at Ninian Park and had loan spells at Exeter City and Cheltenham Town.
He moved on to Rochdale in 2003 on a two-year contract.
He was the regular left back for manager Alan Buckley. However, he was quickly dropped by new manager Steve Parkin and persuaded to leave in the summer of 2004.
Simpkins then moved closer to his native Sheffield by linking up with Worksop Town ahead of the 2005-2006 season, and spent just over a year with the Tigers, establishing himself as a first-team regular. However, due to his poor disciplinary record, he was released early in the 2006-2007 season after a sending-off against Vauxhall Motors.
Simpkins then signed for Buxton, but left the club after a change of heart very soon afterwards and instead joined Grantham Town.
He was named captain of the Gingerbreads and his impressive form for the Lincolnshire side earned a transfer bid from Conference North outfit Worcester City, but he declined the offer due to travelling concerns. Budget cuts at Grantham forced Simpkins" departure in January 2008. He later signed for Retford United.
Simpkins stayed with Retford in their successful title-winning side of 2007-2008 and has agreed to stay with the club for the 2008-2009 season.
He subsequently moved to Worksop Town where he became club captain
In the summer of 2011 he moved to Frickley Athletic before joining Belper Town in October 2011.