The fleet-footed winger joined the Reds in the January transfer window of 2019, signing a two-and-a-half-year deal at Oakwell after moving for an undisclosed fee from Yeovil Town. Green started out at Fulham but was released at 16-years-old, deemed 'too small' by their coaching staff. After stacking shelves part-time whilst playing with non-league Banbury, he had a successful trial with Bournemouth, earning a one-year deal. A loan spell with Newport got him Football League action and a move to Yeovil in August of 2017. After impressive performances with the Huish Park outfit, Green was snapped up by the Reds halfway through the 2018/19 season and in the odd cameo appearance, he helped the Reds back to the Championship at the first attempt, most notably scoring in a 3-0 victory at Southend.