Wilson started his career at Charlton Athletic and played regularly for the club's under-18 and reserve teams until he was released in 2006.

During this time, he helped the club win the FA Trophy in May 2009, as well as being part of the team that earned back-to-back promotions from the Conference Premier into League One.

[2] Similarly to his time at Charlton, Wilson played regularly for the club's reserve team throughout the 2006–07 season,[11] but did not make any first-team appearances.

[16] On returning to Layer Road, Wilson was released at the end of the 2006–07 season, without making a first-team appearance for Colchester.

[22] Wilson played in both of Stevenage's Conference Premier play-off games against Cambridge United, as the club lost 4–3 on aggregate.

[26] Wilson started in Stevenage's first game of the 2009–10 season in a 1–1 draw against Tamworth, adopting an attacking role on the right wing.

[39] He scored five goals in 50 appearances during the club's 2010–11 season, as Stevenage earned promotion to League One for the first time in their history.

[54] After a month out of first-team action, Wilson returned for Charlton's 2–2 home draw with Brighton & Hove Albion on 8 December.

[59] Rotherham manager Steve Evans hinted that the loan move would allow him to evaluate whether or not to sign Wilson permanently in the summer.

[61] Initially the club's first choice right-back, he was not selected by manager Neil Lennon after putting in a poor performance during a 4–1 defeat at Huddersfield Town on 19 September 2015.

[64] Wilson played four times during the loan, starting as a substitute in their game with Sheffield United, and made his final appearance in the 2–2 draw with West Bromwich Albion in the FA Cup.

[65] He returned to Bolton and was recalled to the first-team by interim manager Jimmy Phillips for the final two games of the 2015–16 season.

[66] Wilson regained his first-team place at Bolton following an injury to Lewis Buxton in September and then established himself at right-back under manager Phil Parkinson.

[67] He was ruled out of first-team action for 10 weeks with a hamstring injury that he picked up during a 1–1 draw at Milton Keynes Dons on 4 February 2017.

[68] Bolton went on to secure promotion at the end of the 2016–17 season, though Wilson was released after the club decided not to offer him a new contract.

[71] He was not included in the first-team under new manager Neil Aspin, and was not in the matchday squad despite suspensions for James Gibbons and injuries to Adam Yates and Joe Davis.

[72] Having not played for Port Vale in over three months, Wilson joined National League club Ebbsfleet United on 9 January 2018.

[74] He made his Ebbsfleet debut on the same day his signing was announced, playing the whole match in a 2–1 victory at Maidstone United.

[75] He made 17 appearances for the club during the second half of the season, including playing twice in the National League play-offs as Ebbsfleet lost at the semi-final stage.

[79] He made his Maidstone debut in a 1–0 away victory at Aldershot Town on 25 September 2018,[80] making four appearances during the loan spell.