The Portland Trail Blazers were expected to trade Anfernee Simons, but no one saw their decision to swap him for Jrue Holiday coming. Before shipping him to the Boston Celtics, the most frequently rumored landing spot was the Orlando Magic.
It was a perfect fit, as Orlando desperately needed Simons' combo guard skill set. He would've provided valuable floor spacing for a team that ranked dead last in three-point shooting (31.8%) by a wide margin last season. He also would've relieved some of the playmaking burden from star forwards Paolo Banchero and Franz Wagner, offering them a secondary offensive initiator.