Career
Skelton started his career at Carlisle United as a trainee. In 1997, after three years at Brunton Park he moved to non-league Workington Reds and one year later joined then Northern Premier League outfit Gretna. Gretna joined the Scottish Football League in 2002, eventually gaining promotion to the Scottish Premier League during the 2006/07 season.
In the 2006 Scottish Cup final versus Hearts, Skelton missed the crucial kick in the penalty shootout after a 1-1 draw.
Due to Gretna"s financial difficulties, in April 2008 it was reported that Skelton was in talks with Kilmarnock and Aberdeen On 19 May 2008 Skelton was one of the remaining 40 staff members who were released by Gretna. Two days earlier, Skelton had scored the winning goal on his side"s final SPL fixture against Hearts.
In June 2008 Skelton signed for SPL side Kilmarnock but left the club under freedom of contract in June 2010. After his release from Killie, Skelton signed for Hamilton Academical.
He was released by Hamilton following their relegation from the SPL in May 2011 and signed for Barrow on 6 July 2011.
In order to gain coaching and managerial experience, Skelton coached the Stirling University team part-time, whilst playing for Kilmarnock Football Club. Skelton was appointed as Workington manager in May 2014, replacing Ian MacDonald. He had joined the Reds as a player/coach in 2013. Skelton led the Borough Park side to the Northern Premier League Play-offs in his only full season in charge, finally falling to Ilkeston in front of 1,500 supporters at Borough Park.
Skelton left Workington in June 2015 to take a coaching role with the Dumfries club Queen of the South.