 Although Cambridge offered Simpson a new contract at the end of the season, this was turned down amid interest from a number of larger clubs.Simpson joined Coventry City at the start of the 2007–08 season along with a host of other new players for the Sky Blues, and was immediately touted as a future star by manager Iain Dowie.Simpson scored five minutes into his competitive debut for the club in a League Cup tie against Notts County on 14 August 2007.