Health insurance of the financially independent

[Loren Thomas]

I currently enjoy high level union health insurance. I would argue it's a large benefit of a "9 to 5". 

Obviously the list of 9 to 5 cons is still much larger. What do the financially independent people do for health insurance? Some must just pay out of pocket, some must have insurance through companies they own. 

It just seems so expensive. Kind of like daycare for a single mom. Breaking even going to work just to pay someone to watch her kid while she works. Perhaps wealthy people can simply afford the cost. But what is the actual cost?