I have health insurance through my employer now. Will this continue to work on the road or will I need to get some other supplementary form of health insurance?
This is something you’d need to research with your current health insurance provider but at least most US-based domestic health ins programs DO NOT work once you move abroad. Blue Cross, Humana, Aetna and others all have fine print about coverage being applicable only in US. The good news is traveler’s insurance is dirt cheap relative to traditional US health insurance. I talk in depth about this on Day 5 of the NomadPrep course but you can get Traveler’s Insurance via various sources from $500-$1000/yr. I would recommend talking with your HR department or your employer to verify whether your current health insurance will cover you but in all likelihood be prepared to terminate that and purchase Traveler’s Insurance when you go nomadic.