Crowning Moment of Awesome: On the 15th Anniversary episode of Monday Night Raw, there was a Battle Royal featuring 15 personalities from WWE's past; the winner of the match was Irwin R. Schyster. But not long after the bell rang, Ted DiBiase came down to the ring and offered IRS a briefcase full of money in exchange for the victory. IRS accepted, eliminated himself, and The Million Dollar Man got his way once again.
So Ted basically invented the Money in the Bank concept?
Another example was in Mid-South Wrestling, where he got the chance to fight then-NWA World Heavyweight Champion Ric Flair. Dick Murdoch objected to the fact that he wasn't picked for the match and attacked Ted before the match could begin, throwing him into the ring post and causing an ugly gash. DiBiase chose to wrestle his match against Flair despite the wound, so when the match started, Ric naturally went after the injury. DiBiase collapsed outside the ring in his own blood, eventually losing by count-out....and then Murdoch attacked him again, delivering a brutal Brainbuster. DiBiase was a heel going into the match, and he emerged a face.
Crowning Moment of Funny: Showing up on NXT to "marry" Goldust and Aksana purely to troll the hell out of his son.