[3] Under Chan, the club won its first trophy, capturing the 2018–19 Hong Kong Sapling Cup on 27 April 2019 in a 3–2 victory over Yuen Long.
[4] Lee Man participated in their first intercontinental tournament, the AFC Cup qualifying straight to the 2021 AFC Cup group stage, On 23 June 2021, Lee Man recorded their first win in the tournament against another local club, Eastern SC with Gil scoring the only goal in the match in a 1–0 win.
Throughout the match, Lee Man put up a good fight against Nasaf drawing with them 2–2 thus seeing them both going through extra time, however in the first half of extra time, opponent player Andrija Kaluđerović scored the goal for Nasaf which would see Lee Man bowed out from the tournament with the final score being 3–2.
On 5 February 2023, Chan was sacked by Lee Man after a disappointing performance and on 27 April 2023, Tsang Chiu Tat was appointed as the head coach of the club.
On 16 August 2023, Lee Man thrashed Indonesian club Bali United 5–1 at home which saw them qualified for the play-off round against 2022 AFC Champions League winner, Urawa Red Diamonds, however, Lee Man lost 3–0 to the Japanese side at the Saitama Stadium 2002 which see their opponent qualified to the group stage.
On 19 May 2024, Lee Man secured their first Hong Kong Premier League title after a 6–1 victory against Sham Shui Po.