Have to brag about this one:
I don't like Tim Hortons coffee much and therefore never buy a RUTRTW, but on Friday I walked into the Rozsa Centre at the U of C and lo and behold, see an empty cup, unrolled, on a heat register. Not seeing anyone nearby, I grabbed the cup and began rolling (while remarking to the person I was with, "wouldn't it be funny if this one turned out to be a winner?").
Sure enough, I won a coffee
I think that makes me the Roll up the Rim to Win champ - only guy to win something without having "entered the contest" so to speak