I don't remember what the bets were about, but twice I won. The first bill that Eric gave me featured George sporting a moustache fairly reminiscent of the one that he was growing at the time. The second dollar was much more, shall we say - ahem - colorful as he had allowed Miles to mark it up. But as time went on, it became inevidable that I should lose a bet and I finally did.
As I said to Eric when I finally paid off, he can deface his bills his way and I get to deface mine in my own special style. Eric said that he was going to frame my bill as the first dollar that he never made. And I realized then and there that that WAS the first dollar I had actually made rather than earned.