The lack of health coverage has been what has stopped me from starting my own business. I do not want to risk any of my family getting sick and not being able to cover it, but I also don't want to blow through all my savings paying for health insurance waiting until I get a VC to give me money.
So you see the problem? Of course a successful business will pay healthcare, but few business start successful instead of in debt of some kind.
If you work for a BigCo, you're generally not allowed to do a "side thing", or at least they claim ownership and reserve the right to sue you over it if you are caught doing it. I know this isn't the case for every state, but it's still the case in NY; it's one of the (many) reasons I left Apple actually.
I don't think my current gig is so bad about that, but ironically I feel less of a compulsion to leave my current gig and start my own thing because I actually like this job.
It actually gives you more control.
Assuming you have business income to pay for insurance.