"Wheel Of Lunch". At this company where I worked for three weeks, we went out to lunch every day, often on the company's dime. It got to be so much mental effort to choose a restaurant that one of my co-workers set up a MySQL database with various information about nearby restaurants (e.g. vegetarian meals available, cheap vs. expensive) and I whomped up a little Perl script that would, given certain criteria, pick a place for lunch at random.

The really sad thing is, this tiny app was a lot more useful than the software that the company made its revenue from. But that's a story for another day.