That is the question.
Same thing was asked in an election debate some 28 years ago. Reagan was debating Carter. More here:
No one I know is actually better off than 8 years ago - even some folks I know who supported Bush 8 years ago. I know two who are unemployed due to the economy and mortgage fiasco.
ONLY person I know who is better off is (I hate to say this) my ex-wife. *gasp* This is only because she was homeless in 2000 and after years of moving around she got serious and attended trucking school and got a job for a big company who pays well and has great benefits.
THAT is the ONLY one of all the people I know.
So - if you are better off than you were in 2000, go on and vote GOP. Otherwise, vote Democratic.