[tedshroyer]

I would recommend getting short term health insurance. I had a 1 year policy from Assurant health which cost me about $50 a month.

Alternately, you could get insurance policies against the sort of things you are hugely expensive/unexpected (Cancer insurance, heart attack insurance, accidental injury, etc) and put a reasonable amount of money into a health savings account for typical expenses.

[sitmaster]

Short term insurance is a bad idea. If you get an illness that requires ongoing care or treatment then they're going to stop paying when the contract is up and not let you sign up for a new one.

[tedshroyer]

It's definitely riskier than having a permanent policy, but when I made the decision I felt like I would give the startup thing a year then find a regular position again.