I think it depends on what's being lost, which will differ from person to person.
Losing a league match or tournament doesn't matter as much to me as losing at work in the corporate world or where money (e.g. prize money tournaments) is involved.
While I will enjoy winning in league matches to some extent, I enjoy meeting new people over a fun, friendly match of tennis even more. So from that perspective, I feel that I've already "won".
Originally Posted by Cindysphinx
Let me splash cold water on this little love fest: Losing sucks a lot.
Or, more accurately, losing a lot sucks.
I was on a losing team as a 3.0 in 2006. We finished 0-11. We won two individual matches. By the end we looked like whipped puppies. It was no fun. If you lose all the time, you never get a rush, and it is dispiriting.
At that point, I decided to captain myself. We have had rough seasons, but we usually finish around the middle or better. I think our ability to be reasonably competitive is important. Folks don't want to lose all the time.
Sadly, I have friends who would like to join the team, but I do not want to take on people who are not competitive. They do not understand this, ("this is supposed to be for fun!") but it is more complicated than that.