In the summer of 2000, IFK Hässleholm of the fourth-highest division in Sweden, sold Jon Jönsson to Tottenham for £70,000 and also agreed two loan deals for the Swedish club - that of Thelwell and Peter Crouch.
[7] Fitness problems blighted Thelwell's time at Hull City, and he missed over a year from October 2004 to February 2006 due to a serious knee injury.
[12] Despite his persistent knee injury,[13] Thelwell impressed during his loan spell and was rewarded with a permanent 18-month contract when the transfer window reopened on 1 January 2007.
[18] On 1 December 2009, Thelwell left Newport[19] and joined Kettering Town on a free transfer,[20] but retired after nine games through injury.
[17] Thelwell returned to football and joined Carshalton Athletic in the autumn of 2012 on a non-contract basis as the club was suffering from a defensive crisis.