Vegascomic, I tend to think otherwise. When I argue with myself, I always feel I'm in a win/win situation. I mean, how could it be otherwise since I'm the only one participating in the argument? Lol
I challenge myself daily because my perception of the world around me is in constant flux as I learn more. Doing so helps me recognize inconsistent patterns in thought and, subsequently, philosophy, but to do so effectively one must learn to be brutally honest with one's self.
Although by the same logic, you're also in a lose/lose situation, lol.
Wouldn't it take a schizophrenic to argue with themselves and wind up in a win|lose/lose|win situation? ;)
It would probably take Multiple Personality Disorder!