Okay, so its not the SuperBowl, but I won 3rd place during the 2006 Ruport Day!
Ruport Day was an attempt to pull together a bunch of folks and hammer out new features, documentation, and tutorials, with cash prizes for 1st through 3rd places.
The wrap-up email is here.
I joined the crew around 8:30 PM, and put in a couple hours, learning enough about Ruport to contribute some ideas, read a lot of Ruby source, and put in a small recipe.
Ruport is the first project that Ive contributed to since doing development in Ruby, and they are a great group, very supportive.