If you met a man who fit your criteria. But his recent business had gone belly-up due to international competitive forces, and he was forced to start from scratch. He is honest and up-front, saying he can't buy much, and might need to eat a spaghetti dinner or two on your dime at your place until his new venture gets off the ground, which could be a year or two, but there are no guarantees in business. In short, he's confident, attractive, intelligent, has integrity, and has the ability to support himself if his new business takes off. He's just poor right now and needs some of your money to eat/live. Would you go out with him and put yourself out there for a potential relationship?
Would I go out with him? If I was attracted to him, sure why not...and I'd even buy him a spaghetti dinner or two. No problem.
If he's an awesome guy and it turns out that I'm into him, I would have no problem seeing him and spending time with him without spending money. If he's an awesome person, fits the bill and is hott (to me) and if the sex is good
...I would consider a relationship, but I would be protective of myself, to make sure I didn't end up tangled up with someone trying to leech off me.
I wouldn't become less attracted to him because he lost his business IF he's making moves to go forward for himself. Leeching off someone for long periods of time and not making an effort to re-start his own business would not be attractive qualities.