In the following few seasons Wilson established himself as a firm favourite of the Caley Thistle fans, with his extraordinarily quick runs down the right wing and his ability to both create and score goals.
[4] He returned to Caley Thistle after his loan spell with St Johnstone to win himself a new contract and went on to produce some outstanding performances in the closing games.
Wilson joined Dumfries club Queen of the South on 30 December 2008, after being released a month early from his Inverness contract[5] He made his debut on 3 January 2009 in a Scottish Football League First Division match away to Morton.
[6] On 8 December 2009 the Queens website announced Wilson would be leaving in the January transfer window to return to Inverness where his home is.
[8] Wilson was appointed manager of Highland League side Wick Academy on 23 October 2012, taking over from former Raith teammate Davie Kirkwood.
[10] Wilson appeared as a substitute on 27 February 2013 during Wick's 4–0 victory over title rivals Clachnacuddin to bring them back to the top of the Highland League.