When I saw this I was pissed too, but it wasn't confusing, it made perfect sense. Then again I've seen a *lot* of shows and movies about the war between Heaven and Hell.
Angels don't just do miracles and shine kind benevolence on everyone. Most of the time they treat humans as expendable pawns in a grand chess game, if they even acknowledge that we have any worth at all.
And throughout the series people talk in hushed whispers about Sam having some sort of "destiny." One way or the other, he's an important chess piece in the war between Heaven and Hell.
If Sam had won the contest and been freed from the Devil's influence, he would lose all strategic value. He would no longer be in a position to affect the war one way or the other, which is presumably his ultimate destiny. Without his link to the underworld, he's just another human.
It's impossible to say what his role was destined to be, but if I had to guess:
1) He was destined to be the Antichrist and Heaven couldn't allow that to change because under his leadership Hell was destined to lose the war. If he was let off the hook, there was a chance that whoever took his place would defeat Heaven.
2) He was destined to be a Savior, either betraying the underworld and enabling Heaven to win, or organizing a rebellion of demons like he tried and failed to do in one part of the series.
3) God slipped one past the radar and his mother was actually an angel, and so he's half-angel too or even the Messiah, and at some point he was going to become aware of that and have some angelic powers at his disposal.
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