Can't think of a clear proudest moment off the top of my head.

Most disappointing was definitely Morales' final loss to Pacquiao. Morales is one of my favorite fighters ever, and it was sobering to watch one of the toughest and bravest fighters of this era get counted out while sitting down, knowing that he was a beaten man.
I thought he deserved to go into history as the winner in at least one of the two great trilogies. Tough to see him lose both.