The Mad Magazine Game
This is a pre-loved game.
Each Player starts with $10,000. The board is Monopoly-like, with 2 inner tracks that can also be used. Play is counter-clockwise and you must roll the dice with your left hand. Certain spaces, and the ever present 'Card' cards send you elsewhere, make you pay money (good), make you get money (bad), switch seats with someone else or exchange money with another player.
First to lose all their money wins.