Rangers Wylde joined the
Rangers youth system from
Old Firm rivals
Celtic when he was 14. He made his first-team debut as a late
substitute against
Hamilton Academical on 29 August 2009. In the 2010–11 season, Wylde made his European debut in the
Europa League last 16 tie against
PSV, coming on as a substitute for
Kyle Lafferty in the 80th minute, as Rangers drew 0–0 with the Dutch side. He then played the full 90 minutes in the second leg, which Rangers lost 1–0, exiting the competition. Wylde picked up his first senior honour with Rangers when playing from the start in a 2–1 victory over Celtic in the
2011 League Cup Final. Afterwards, Wylde revealed he didn't celebrate winning the cup; instead, he went to bed early. At the start of the 2011–12 season, Wylde rejected an offer of a new contract from
Rangers, leading to manager
Ally McCoist remarking that the player's agent had "moved the goalposts" regard his demands. Following the rejection of the new contract offer, Wylde's father defended him and accused the club of treating him like an "outcast". On 15 August, Rangers confirmed that they had turned down a £400,000 bid from
Bolton Wanderers for the player. Wylde scored his first goal for Rangers on 21 August 2011, during a 3–0 win over
Motherwell. Four days later it was announced that he had signed a new five-year contract, with Rangers, keeping him at the club until 2016. On 5 November 2011, he was sent off in stoppage time against
Dundee United for a wild challenge on
Willo Flood in an eventual 3–1 win. After the match, McCoist told Wylde that he would have to learn from his mistake. Wylde volunteered to have his contract terminated and to waive the redundancy payment he would have been entitled to when Rangers went into administration in early 2012. He said this was to try to help other members of staff keep their jobs at the club.
Bolton Wanderers On 17 March 2012, Wylde signed a three-year contract with
Bolton Wanderers, subject to authorisation and clearance from FIFA. By the end of the season, the player and club were still awaiting the authorisation, meaning that Wylde played no part in Bolton's relegation from the
Premier League. Wylde expressed his disappointment at not getting the chance to play a game in the Premier League and described waiting to get clearance from FIFA to play as "frustrating". However, his time at Bolton was disastrous after failing to earn a place in the first team and being told he was told surplus to requirements at the club. At the end of the 2012–13 season, Wylde was expected to make a return to Scotland. Bolton released Wylde at the end of the 2012–2013 season.
Bury (loan) On 22 November 2012, Wylde joined
League One club
Bury on a month-long loan deal, which was extended for a further month. In the last sixteen of the Football League Trophy, Wylde missed the last penalty in the penalty-shootout, allowing Preston to win the match, after the teams had been level at 3–3 after extra-time. Shortly after the end of his loan, Bury manager
Kevin Blackwell claimed that Wylde would be making a return to the SPL with a move to
Hibernian. The Hibernian manager
Pat Fenlon though wouldn't confirm if he would be signing the player.
Aberdeen On 24 June 2013, free agent Wylde signed for SPL side
Aberdeen. After being released by Bolton, Wylde was linked with SPL side
Motherwell, but opted to join Aberdeen instead. He scored his first and only goal for the club in a 2–0 win over
Hibernian on 26 October 2013. Wylde had his contract with Aberdeen cancelled on 15 January 2014.
St Mirren Wylde signed an 18-month contract at
St Mirren on 15 January 2014. Wylde made his St Mirren debut, coming on as a substitute for
Jim Goodwin in the 65th minute, in a 3–2 win over
Hibernian on 18 January 2014. In a match against
Kilmarnock on 1 March 2014, Wylde came on as a substitute, where he set up a goal for
Conor Newton and scored his first St Mirren goal, which St Mirren won 2–0. Wylde then scored his second goal of the season, in a 1–0 win over
Ross County on 3 May 2014. Wylde made seventeen appearances for St Mirren in the second half of the season. Wylde remained in the first start at the start of the season, making ten appearances until he suffered a groin injury. Wylde made his return, where he came on as a substitute for
Kenny McLean, in a 1–0 loss against
Motherwell on 20 December 2014. Weeks later on 1 January 2015, Wylde scored his first goal of the season, where he scored from a penalty in the last minutes, in a 2–1 loss against Kilmarnock. Wylde was released by Saints at the end of his contract, following the club's relegation from the
Scottish Premiership.
Plymouth Argyle On 30 June 2015, Wylde signed for
Football League Two club
Plymouth Argyle on a one-year contract. Wylde scored on his debut in a 2–0 win at
AFC Wimbledon. Wylde played 52 games for Argyle, scoring 7 goals, the most notable of which came on 16 April 2016, when he scored an 86th-minute winner against
Portsmouth.
Millwall On 25 June 2016, Wylde signed for
Millwall, but made only 5 league appearances before being sent on loan to
Northampton Town.
Northampton (loan) On 31 December 2016, Wylde joined League One
Northampton Town on loan until the end of the season. Three days later, he made his league debut for
The Cobblers in a 1–2 home defeat against
Bradford City. A week later, Wylde featured for Northampton in a 5–0 away defeat to
Bristol Rovers in the league.
Return to Plymouth Argyle On 28 June 2017, Wylde rejoined
Plymouth Argyle, who had just been promoted to
EFL League One. Wylde scored on his second Argyle debut, as a substitute, in a 2–1 defeat away to
Peterborough United. Following his loan spell at Morecambe, Wylde found a first-team place at Argyle hard to come by, and left the club through mutual termination of his contract on 7 January 2019.
Loan to Morecambe On 30 January 2018, Wylde joined
EFL League Two club
Morecambe on loan. Wylde played 15 times for Morecambe, scoring two goals.
Livingston Wylde signed an 18-month contract with
Livingston in January 2019. On 2 September 2019, he left the club, his contract being cancelled having only made three appearances.
Clyde On 4 January 2020 Wylde signed with
Scottish League One club
Clyde on a deal due to run to the end of the 2019/20 season.
East Stirlingshire Lowland League club
East Stirlingshire announced the signing of Wylde on 13 July 2020. Wylde predominately played at left back until the
Lowland League was suspended in January 2021.
East Kilbride Wylde signed a pre-contract with
East Kilbride in May 2021.
Dumbarton Wylde joined
Scottish League One side
Dumbarton in January 2022, debuting as a trialist in a 6–2 defeat to
Falkirk. He scored his first goal for the club the following week, a stunning long range strike in a 2–0 victory against
East Fife on 15 January. After becoming an ever-present for the side in a left-midfield role, and winning the club's Player of the Month award for January 2023, Wylde agreed a new deal with the Sons in April 2023 but left the club seeking first team football five months later. ==Personal life==