Miamipuck
Al Swearengen
I don't think this is a good thing the majority of time. Players can get accomodated with losses, I'd rather have him learning to deal with losses than learning how to win.
Show me a good loser and I will show you a loser. I want players that hate losing even more than they like winning. It doesn't matter if he's on a winning team or a losing team. For example, the attitude that Lias has is infectious. I highly doubt he would stand to be on a losing team.