I don't know or want to assume, but based on the thread thus far...It almost seems like he could have a case of depression, which would really suck. But then he'd probably need help with that to help with finding work and what not.

I don't know i just haven't really heard of many people who flat out refuse to work, who can....Is he consistently applying for work? Has he worked in the past long enough to collect unemployment? If it does have to do with depression its unlikely he brings it all on himself......how do you know he could have stayed in college? why did he drop out?

Also working for oneself is much, much easier said than done...not everyone who is unable to find employment has the ability or resources to just up and employ them-self. But yeah unless he's got something else going for him like rich parents who still fund his living, or a trust fund or something giving him enough money to live comfortably with...I sort of doubt he really doesn't want a job.

Then again if he really just is being lazy and what not, then that really is unfair to you....but if there's legitimate issues here it might not all be stuff he can change or a case of bringing it on himself.

Also though its up to you to decide what you want in a relationship...if he's too unstable and you need more stability, well it might not be meant to be...unless he is being lazy and would be willing to put more effort into life and the relationship then it could improve. But if he's set in his ways it likely wouldn't change...Also if its due to mental problems like depression and what not truth be told it might be an ongoing struggle, he might lack the ability to become as stable as you're wanting him to be in which case either you'd have to relax your standards a bit or I don't see anything other than a resentful relationship growing.