I'd rather be too fat than too skinny. Usually when you see someone you haven't seen in a long time and they've gotten fat, the thought is usually, "Oh they let themselves go..." or something similar. When you see someone who is way too thin the thought is "Oh poor thing. I wonder if it's drugs or if they are anorexic". I'd rather absorb someone's disdain than pity.
I'd rather be smart than beautiful. A pretty face and killer body aren't necessarily something you can't be if you're smart, however , beauty can fade, intelligence is not dependent on time, elasticity, or finance.
I'd rather be employed doing something I love even if it isn't lucrative than be rolling in dough and miserable.