I think anyone can do it. Anyone possess a skill that can be used and built upon. I have met people who have been on the road for close to twenty years while others were newbies, just like me. What most of the people find difficult to let go is their comfort. They think that they won't be able to live if they are not surrounded by all the stuff they keep on buying.
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I think anyone who enjoys it or is passionate about doing it can do it. It's definitely not for everybody, but that's perfectly fine. We're all good. My daughter made money on the boat by performing music. My son made some by fixing computers, diving for lost items and helping out with construction type stuff in places that we stopped. I think the key (as you said) is getting out there and giving it a go and promoting yourself (and sometimes thinking outside of the box when it comes to a "job"!)
Exactly my point! What you shared above about your kids working, using their own talents, showed to everyone that it can be done.