These two have been an inspiration for me and helped revive my interest in software after getting burnt out in industry.

You can work on small, personally interesting things and just live minimally.

Anywhere, but in US (I guess). I have been thinking of trying to do something similar, but I am afraid of unexpected medical expenses and losing all of my savings on medical emergencies. I wonder if folks in US have a potential solution.

Stay out of the US for the amount of time required annually to qualify for expat/travel health insurance.

https://www.worldnomads.com/usa/travel-insurance/long-term-t...