Neither. A Super Bowl ring is cooler to have than an Oscar statuette but I find the NFL uninspired anyway that a Super Bowl victory doesn't mean much of anything. Winning an Oscar is nice but you don't want to go down in history as the man who directed or played a lead role in Brokeback Mountain now, do you? The real movies have been made in Hong Kong anyway.
So, I'll vote other and say I'd rather build the next Google over any accomplishment. Sure, you'll be a nerd, but you'll be a filthy rich nerd that's taking over the world and winning the ladies down easy.