As a teenager I was totally disillusioned with it, so I mistakenly thought winning of any form and encouraging others to try to win made you an intellectually bankrupt tool. Probably made me happier, but had the adverse effect that I feel a lot lazier than other people I know because I'm more prepared to do "good enough" rather than try to outperform my peers. Being American-born, I feel like I could be seen as a poor performer by my superiors simply because I'm not doing better than my peers.
There has been argument in Australia recently over schools giving the message to primary school kids that it doesn't matter who wins in there sporting contests. I think not only does this ruin a game (when someone isn't actually trying in a game I'm involved in I lose motivation pretty quickly) but it carries over to other areas and gives a kid of close enough is good enough mentality.