Health insurance is the single thing that would sink my finances if I wasn't working. Everything else you can minimize costs on pretty significantly. Health insurance is on the order of $1-2k / month even for the worst plan (family of 5).

I lean right on political issues, but it wouldn't hurt my feelings at all if a Democrat won in 2020 and actually pushed through significant healthcare reform.

By taken care of, I meant earn enough to take care of insurance and housing. But there's a lot of wiggle room there. People spend much too much on having a larger space than they can afford, and then it becomes a millstone. For health insurance, I go for high deductibles and copay and take the risk. For vision and dental, I go for health-tourism ... hang out by a beach and get your checkups done as well.