What makes a loser? There is nothing special about him. Being dull, awkward, foolish, and feckless only makes him unlucky, and being unlucky is not enough to make a loser. What makes him a loser is not that he loses, but that he does not know why he loses.
Losers have always been with us, since Thersites at least, but of course they are rare in hierarchical societies, where everyone is born with a part to play, where every kind of failure is keyed by coordinates of folly and vice. Being a loser is idiopathic, because losers are inconsequential; they do not even have anyone to let down.
He may have abilities, even remarkable ones, but he spoils them. He stops too soon, or he goes too far, and all his good intentions, all his hard work, come to nothing. Worse, just by being the one who has them, he makes his own abilities ridiculous. For his skills, we call him a geek; for his wealth, we call him vulgar; for his commitments, we call him pretentious. He is not a loser because he never wins; he is a loser because even when he wins, he loses.
What makes him a loser are not his mistakes but how he doubles them. Defying logic, he spans the extremes without ever touching the center, impaling himself on both horns of every dilemma, robbing Scylla to pay Charybdis.
He is the one who has nothing to say, but never gets to the point; the one who can't take a hint, and can't take a joke; the one who never learns, and the one who never gets over it; the one who can't talk around girls, and babbles around women; the one who can't express himself, and the one who gives everything away; the one who never takes a chance until he throws everything away.
In short the loser is a bad actor playing himself. Nothing feels real to him unless he is playing to the balcony. In the beginning, he tries too hard; and every time someone leaves, he tries a little harder. In the end the seats are empty and there he is, alone on the stage, the singularity where tragedy and comedy meet: the clown who does not know he is a clown.