All i ever get from home and even some friends are insulting stereotypes of traveling people, and comments about how i'm basically obligated to get a job and live a traditional non
nomadic life. It makes my blood boil tbh.
^This. But to be honest, before I really learned about travelers like the ones on STP, I too thought that every busker/spanger was a drunk, drug-addict begging for money. It really just comes down to mis-education, but it's hard to tell people that you're going to be happy with little money, especially if they find that completely horrible.
Not going to lie though, jobs can be great, especially if they're outside or you're doing something you like. For example, I got a summer job this year as a lifeguard, and I thought that I was going to hate it. I'm not paying bills or anything, but the people there aren't too bad and getting paid to have quiet time is pretty awesome. There are days where it's cold and the kids are annoying and I want to be home, but for the most part, I enjoy it. Still, I think I'd much more enjoy travelling, but I'll be housed up until I finish school, so those are the breaks.
Friends and family chasing their dream of living comfortably just have a different mindset. It's hard to explain, but don't let others doubts get in your way if they're not making legit points, or if their arguments don't scare you. Good luck all the same. If you ever just want to chat, hit me up on PM.