Biggest question when becoming self-employed: What do I do for health benefits?

Yeah, this is a very tough nut to crack. When I've been in this situation, I've found that getting health insurance was simply impossible to afford, even when just looking at catastrophic insurance.

What I did was to create a new budget item, setting money aside every month into a pool that could be used for medical emergencies. That doesn't help much at the start, but eventually you get enough of a bankroll to cover everything except actual catastrophes.

Other solutions are preferable if you can afford them, though.