I don't understand how you are in the same bed he is in and thinking "friend". I don't know why you don't mind having a friend without a job but don't want a romantic relationship with a person without a job; would you not help a "best friend" (your words) if they needed it? I think you are trying to draw lines in your psyche and your psyche ain't having it. You cannot be kissing, hugging, being all lovey-dovey to the poor guy one moment, sleeping in his bed, etc. and then saying you are not interested. I think you are fooling yourself and messing with everyone else.

If you have a problem with having had a previous relationship go south because the guy was fired, that is your problem; this guy is not that guy and treating him like he will be does him a disservice. If you cannot abide his choices in his life, I would get out of it totally so he isn't kept guessing as to how you feel about him.