Absolutely, as long as they're successful at what they do and they're not lazy parasites...
Edit: If they can't find any job i'm fine but if they don't want to work gurlll bye...
Exactly.
I'm ambitious, I have a job, my own car and I will never stay with a lazy parasite who's too lazy to find a job.
Well if they're sitting on their sofa all day playing Call Of Duty in their underwear then no, I wouldn't. If they are trying to find a job and I can tell they are then why not, I'm not exactly blossoming with money.
If their being broke is indicative of their not having their act together and being realistic, mature adults, then no But if they're ambitious and motivated (while still realistic) and just happened to have a rough time, then I see no problem dating them.