deserves to lose definition, from Internet Connection, Inc.

[common] Said of someone who willfully does the Wrong Thing; humorously, if one uses a feature known to be marginal. What is meant is that one deserves the consequences of one's losing actions. “Boy, anyone who tries to use mess-dos deserves to lose!” (ITS fans used to say the same thing of Unix; many still do.) See also screw, chomp, bagbiter.