I've dating someone that was jobless in the past. That was actually my daughter's mom, as I told her to quit working and I'd handle the duties of the household. This also happened prior to us getting married up until our daughter was born, and I continued working as well.
For me, it does not matter if someone is jobless, or not. Love is love, but every situation is different for everyone.
Imagine dating a liability, getting married to her and after a few years, she files for divorce and takes half of your assets. Some men who don't get a woman to sign a prenup are really very foolish.
This did not happen to me, and I've been married twice. I had a divorce lawyer for one, but not the other, however our assests were not involved in either one. We all left on good terms, except for one.
Signing a prenup was out of the picture in both of my marriages, I did not care for that. I would have someone to sign a prenup in a marriage, especially when love involved, that to me is foolish.
Unless you do not trust the person that you are getting married too, then sure.