The best run I had was about a month ago where I won a free coffee with a free coffee.

W00t!
Seems like the contest is done here in Cowtown though, every Timmie's I've been to in the last week has been out of rim cups, just back to regular cups. Last I checked though there were 30 of 35 cars won, 67 out 100 boats, several hundred gift cards left .. seems to me those remaining winning cups must still be out there somewhere?