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On 30 January 2019, Dai was loaned to FC Utrecht until the end of the season. He made 12 appearances for the club in the second half of the season and recorded two assists.

On 10 July 2019, Dai joined Premier League side Wolverhampton Wanderers Under-23s team for an undisclosed fee, signing a two-year contract with the option of a further 12 months. He made his under-23 debut as an 87th-minute substitute in a Premier League 2 fixture against Brighton under-23s on 13 August 2019.

Dai signed for Oxford United on 9 August 2018, for an undisclosed fee, on a two-year contract. He was sold to Wolverhampton Wanderers a year later, again for an undisclosed fee, without having made a first-team appearance for Oxford.

In September 2018 Dai was called up to the preliminary squad of the Hong Kong national team. Although it was initially reported that he had declined a Hong Kong call up due to injury, he later accepted a call up during the same window to a China under-21 training camp led by Guus Hiddink in Amsterdam. Two weeks after the camp, Hong Kong manager Gary White once again named Dai in his preliminary squad for the 2019 EAFF E-1 Football Championship qualifiers.

After the 2016–17 season, Bury announced that 11 players were leaving the club, but gave Dai his first professional contract and the number 25 shirt, making him the second Hong Kong footballer to sign a contract with an English team. His first game for Bury was a pre-season start against Sunderland on 8 July 2017. He helped build the second goal for Bury that allowed them to lead 2–1 before half-time, albeit not being credited with an assist. He was substituted off in the second half, and the match ended 3–2 to Sunderland. Bury manager, Lee Clark, stated that he was satisfied with Dai's performance and that he had vast potential.

Dai made his first league appearance for Bury on 5 August 2017 in a 1–0 win against Walsall, coming on as a substitute in the 60th minute. In doing so, he became the second Hong Kong footballer to appear in an English professional match and the first to do so in 55 years. Dai made his first competitive start for Bury five days later in a 1–0 defeat to Sunderland in the First Round of 2017–18 EFL Cup.

On 16 July, he played his second game coming off the bench against Huddersfield Town and earned a lot of compliment for his outstanding performance. His third match and second start for Bury was against Macclesfield, and played the entire match. Although the team lost 1–0, Dai's performance further improved and impressed both the coaches of Bury and the opponent. He received a 3-year extension to his contract, which would now last to 2020.

Dai was born in Hong Kong and was inspired to play football by his father who once played for Hong Kong's youth teams. He started playing the sport at the young age of 4, joining Eastern's youth system for a chance to become an international footballer. Dai later joined the Hong Kong Barcelona Football academy and trained with players born in 2000.

Dai Wai Tsun (Chinese: 戴偉浚 ; Cantonese Yale: Daai Wáihjeun ; born 25 July 1999), also known as Tsun Dai, is a Hong Kong professional footballer who plays for Chinese Super League club Shenzhen FC. He holds both a Hong Kong and British passport, so he is eligible to represent either Hong Kong or England internationally.