I don't know about this particular bill, but I have some school friends from Massachusetts and they all tell me how they can't wait to move back and go to their old doctors/insurers again.
This does seem rather odd to me. Jail time? Don't we already have enough stupid nonviolent "crimes" for filling our jails? A fine makes sense; if you're going to go around uninsured and risk incurring costs that the public or health care providers might have to pay, I think a monetary penalty is in order to offset the potential costs. But jail time just costs more public money.
Besides, if you're not able to afford insurance for yourself (which shouldn't be a problem if reform gets costs down or a public option available) isn't going to jail just going to make matters much worse? Last time I looked, not many people in jail are collecting paychecks.
Ultimately, though, I think it comes down to how accessible insurance is. In the current climate, with private insurance dominating, jail time or even fines would be mostly or entirely counterproductive. But if a public option were available to all citizens, at a price that was affordable even for those under the poverty line, I could see jail time being an effective deterrent in moderation.
Some people just don't want to take responsibility. At my old apartment complex, little kids would come around begging for food from total strangers because their parents just wouldn't bother to feed them. Washington state is pretty good so far as food and low-income benefits go; it wasn't that these people couldn't feed their children, it was just that they were too lazy to take the bus over to the Social Security office or the food bank. The problem is that there's little impetus to change the parents' behavior. Child Services doesn't have the manpower to send deadbeat parents to jail; they're already overburdened just trying to place mistreated children in safe homes. I hate to think of all the needless hunger and sickness those kids are made to suffer.
Fortunately, there's at least a system in place to try and catch that kind of stuff (and sometimes it even works.) Health care is just as important as basic nutrition - or at least, they're both at the very top of the list. There should be some sort of laws in place to make sure that people don't fall through the cracks, whether it's the fault of the institution or the individual. If this were something non-critical, like owning a car, I would say that the government should stay out of it. But the uninsured make health care more expensive for the rest of us, and I don't think that's OK.