Wildin began playing football at the age of seven with his local Sunday League youth side Highfield Rangers. He was part of a "very successful young side" at Highfield Rangers that stayed together for close to ten years. Wildin stated that at the age of 14 he realised he was excelling at Sunday League level and wanted to try and play at a higher standard. He subsequently had unsuccessful trials at Nottingham Forest and Aston Villa, before being scouted by Notts County in an U16 match in 2014. He had a one-week trial at Notts County, which proved successful, and he signed a two-year scholarship to join the club's academy. Despite having not made a first-team appearance, Wildin signed his first professional contract at Notts County in May 2016. A month into the 2016–17 season, on 19 September 2016, Wildin joined Grantham Town of the Northern Premier League on an initial one-month loan deal in order to gain first-team experience. The loan deal was later extended until the end of the season. Wildin made his debut for Grantham in a 4–0 victory over Stratford Town in the FA Trophy on 1 November 2016, coming on as a 77th-minute substitute in the match. He established himself as a first-team regular from then on, scoring his first goal for the club when he gave Grantham the lead in an eventual 2–1 away win over Coalville Town on 11 April 2017. Wildin made 42 appearances in all competitions during the loan spell, scoring twice.
Nuneaton Town
Whilst still on loan at Grantham, Wildin was told that his one-year contract at Notts County would not be renewed and he subsequently left the club at the end of the 2016–17 campaign. He signed for National League North side Nuneaton Town on 14 July 2017, joining the club alongside his brother, Courtney Wildin. He made his debut for Nuneaton in the club's 1–0 win over Kidderminster Harriers on 8 August 2017. Wildin became the first player signed up to Jamie Vardy's V9 Academy on 14 February 2018, a week-long academy that takes place at the end of the season to help non-league footballers into the Football League. He scored his first goal for Nuneaton on 27 February 2018, his second-half strike proving the winner in a 2–1 away win against AFC Telford United. Wildin made 38 appearances during the season, scoring twice.
Stevenage
Wildin signed for League Two club Stevenage for an undisclosed fee on 16 May 2018. The move reunited Wildin with Stevenage manager Dino Maamria, who had previously managed him at Nuneaton. He made his Stevenage debut in the club's opening match of the 2018–19 season, a 2–2 draw with Tranmere Rovers at Broadhall Way. Wildin scored his first Stevenage goal in the club's 2–1 away defeat at Newport County on 13 October 2018. He was the club's first choice right back throughout the season, making 41 appearances in all competitions as Stevenage finished in tenth position in League Two, one point off of the play-off places.
International career
Wildin qualified to play for Antigua & Barbuda through his family heritage. His older brother, Courtney, was called up to the senior team in May 2016 and the national association asked him if he had any brothers. A month later, Wildin was subsequently called up to represent the Antigua and Barbuda U20 team at the 2016 CFU U20 Tournament. He scored one goal and provided two assists in his three appearances. In March 2018, he was called up to the Antigua and Barbuda senior team for a pair of friendlies against Bermuda and Jamaica respectively. He made his debut in a 3–2 home win over Bermuda on 21 March 2018, coming on as a 72nd-minute substitute in the match.