Jaylen Brown. The $300 million man.
Fresh off unequivocally the best season of his career, the Boston Celtics star landed the then-largest contract in NBA history. His All-NBA Second Team selection made him eligible for the supermax, and the Celtics obliged, handing him a five-year, $304 extension.
Unfortunately, between his dominant regular-season campaign and the signing of his shiny new deal, Brown churned in one of the worst performances of his career.
In Game 7 of the Eastern Conference Finals, Jayson Tatum went down with an ankle injury on the first play of the game, leaving Brown to lead the Celtics, who were on the brink of making history by erasing an 0-3 series deficit.