2001: Kwame Brown
The story goes that, during pre-draft workouts, forward Kwame Brown told Michael Jordan – who was part owner of the Washington Wizards at the time – that if the Wizards selected him, they would never regret it. Not only did the Wizards end up taking Brown in a draft class that featured Pau Gasol, Tyson Chandler, Joe Johnson, Tony Parker, and Zach Randolph, but Brown turned out to be woefully emotionally unready to play in the NBA. There’s a famous story that Kobe Bryant told about Brown, when they were teammates on the Los Angeles Lakers. Brown told Bryant that the former didn’t want the latter to pass him the ball, because Brown was terrified that he wouldn’t be able to make free throws if he’s fouled. This came from the guy who was the #1 overall pick.
There are also reports that Jordan made him cry during practice — something Brown denies to this day — but based on his track record of emotional fragility, it’s easy to see why people would believe these rumors.