How much any given situation already is your first sentence ;)
I recall a story where a person negotiated a game (I forget what game) at a casino to play for big money. They demanded someone come with them (this person was a known card cheat) specific brand of cards to be used, and some other things. Turns out they knew of a flaw in the printing of those cards.
Casino found out about the flaw after they won big and refused to pay.
The fact that they allowed a cheat and specific cards made it seem like the scenario you describe ;)