Game: NBA Jam
Originally we were going to go with Shawn Kemp, than we remembered Scottie Pippen which meant like the '96 Finals Kemp loses once more. But then we remembered Mitch Richmond. His defense was a little suspect but NBA Jam wasn't about defense it was about high-flying, ridiculous, last guy to touch the ball wins, over the top offense. Mitch topped Pippen in speed, could pull off crazy dunks and knock down 3's from half court.
Pippen was also programmed to choke in close games against the Pistons (a cool feature) according to lead designer Mark Turmell who was not coincidentally, a Pistons fan. At the end of the day, with all due respect, Scottie you're number two again.