Taylor-Crossdale began his youth career with Chelsea but left the club following the expiration of his contract in the summer of 2019, signing a two-year deal with Fulham instead.[3] He had turned down a move to Bundesliga side Hoffenheim to join Fulham, despite travelling to Germany to complete a medical with the side.[4]
On 4 September 2020, Taylor-Crossdale joined League Two side Colchester United on a season-long loan deal.[5] He made his debut for Colchester as a second-half substitute during their 2–0 EFL Trophy defeat to Portsmouth on 8 September.[6]
But on 18 October 2020, Taylor-Crossdale returned to his parent club Fulham after he left Colchester United via mutual consent.