I literally thought he would go down as the greatest. His physical tool-set was like nothing we've ever seen before. Combined with his court vision, I also envisioned him as a PG. Looking-back though, for all his success, by my expectations I would say he has underachieved to this point.
What I've come to realize is his greatest flaw is his sheer ability to do any and everything on the court. He has too many gifts so to speak. He should've picked who he wanted to be, either be Magic and give you 22 and 12 ast a night or be like a true small forward, lead the league in scoring and grab 10 rebounds. The problem is he only wants to be like Magic from the free throw line up. In the sense that he likes being a play-maker in the pick n roll, but he never learned how to be a true play-maker on the block. Magic turned many a teammate into a terrific scorer by posting up, drawing a double team and distributing the ball for wide-open looks. Bron has never refined that aspect of his game. Mainly due to never having had a great coach who he respects enough to alter his game. Also because of his ability to take defenders off the dribble. Then the problem with him leading the league in scoring is the fact he doesn't always have that killer/scorers mentality. But because he's "good" at everything and not great, nor dominate at one thing, it's difficult to build a winning team around him. His versatility often cancels out or restricts the strengths of other players. If his game were more refined, he would've had more titles.