Despite flashes of scoring ability, injuries have hindered his NHL development. Toronto, led by GM Brad Treliving, faces the task of securing a favorable return (likely draft picks, prospects, or an NHL-ready player) in exchange for the young sniper. Robertson's potential makes him an attractive asset despite his injury history. The timing around the NHL Entry Draft or free agency could maximize Toronto's leverage in negotiations. The outcome will look at finding a deal that satisfies both Robertson's wish for a fresh start and the Leaf's roster needs.