I bootstrapped two companies in my 20s. While living off savings to get going, $20k in medical would have been the end of that venture. I'm glad it's working out for you. I don't have hard data, but I suspect being so healthy you don't need a doctor favors younger adults without dependents. And being able to afford up to $20k without losing your business implies a certain amount of wealth before getting started. That matches the profile of most tech founders I know -- certainly all of the ones that bootstrap. I only managed to make it work because for the first one I was on my parents' health insurance and for the second I had COBRA and a funded HSA.

If we want to encourage people to start new businesses, some form of universal healthcare would be a massive catalyst. Starting a business is never going to be risk-free, but there's a big difference between risking your retirement or even your house and risking the health of your child.