When Do I Give Up?

So...I am about to embark on another holiday season without a job. I am wondering when is it OK to give up looking? If I give up now I can get a temp holiday gig (maybe)...should I wait tables again? Should I go a couple of steps back, or keep at it. Its so frustrating...I feel so inadaquate. I wish I knew what to do...be a loser or be a broke loser. I am leaning toward the former. Better to be a loser with a dead-end job than a broke loser. I am sure that there are millions of Americans pondering the same question. So...what to do?