There are two assumptions we need to agree upon before really getting into this: 1) Jaylen Brown is going to be paid a lot of money on his next NBA contract 2) to be worth that money, he’ll need to actualize some of his supposed “upside.”
I hate the term “upside.” It’s purposefully vague. The implication is “upside” to achieve something, which can mean different things for different players. In the conventional sense, I believe Memphis Grizzlies big Jaren Jackson Jr. has considerable “upside,” but it’s not upside to be an offensive initiator, obviously.