Bascome spent his youth with several English and Spanish clubs, while as a senior he represented Massanassa in Spain, Darlington in England's National League North and St. George's Colts in the Bermudian Premier Division.
[2] Bascome spent time in the academies of Aston Villa and Stoke City in England and of Valencia and Levante in Spain.
[4][3][5] On 26 March 2019, after a spell at Spanish club Massanassa, Bascome joined National League North side Darlington on a deal until the end of the season.
[8][9] On 9 November 2019, in the first round of the FA Cup away to EFL League Two club Walsall, he took a free kick from which Joe Wheatley scored the 2–2 equaliser in the seventh minute of added time.
[15] On 12 October 2018, he scored his only international goal in a 12–0 win over visitors Sint Maarten, in CONCACAF Nations League qualification.