In all honestly, "loser" is self defined ultimately.
What I view as a loser, has no bearing on the person I think is a loser if they are happy with themselves.
If someone wants to be homeless and is content in that (I mean by choice), they are not a loser. They make their choice, and live with it. Even if it's someone that lives in a shack. Or a mansion.
I am an underachiever. I have been called a loser, but, I am comfortable financially where I am. I don't want to have a high paying, prestigious job. I want a calm life, where I can do the few things I really enjoy, and keep my sanity.
Calling people losers on here is wrong and mean-spirited in retrospect.