We all know how risky draft pick deals can be. You're trading a player for what is basically a lottery ticket (or more than one).
Some worked out real well for one team (besides the obvious PG deal working out for OKC, or KG/Pierce deal worked out for the Celtics), but what about those trades that are looked back on being a bad move for one team where the draft pick panning out would've changed the entire way people viewed the deal?
For instance, on the note of KG, the TWolves got 5 guys and 2 picks for him. Jefferson was the only guy to have a good career with the Wolves. But they also got the 6th and 28th picks in the draft. Let's say that 6th wound up being Steph or DeRozan. How much different would a KG deal have been viewed in that case? An obvious win win for both since the Celtics get the future HOFer who helped win a title, and the TWolves get Jefferson plus a future face of their franchise.
And not as drastic, but the Vince Carter deal for the Raptors, while they got the bottom of the barrel return for him player wise, what if those picks panned out? Instead of Joey Graham they get Danny Granger (07-12 Granger was an underrated played)?