Yeah that's what digital nomads do. I live long term in the country I am located in so there's little doubt on where I need to pay my taxes.
Actually for Americans the rules are bit different in that Uncle Sam wants his cut even if they live overseas (over a certain amount IIRC) but for the rest of us it's purely residence based.
Looking into Stripe haha. But you're right smaller companies are much more flexible. I don't think I'll have much trouble getting a job at one of the smaller ones. Just wondering if I should try bigger ones too.
Like you say the ones that cater to American audiences are good. Even if it says Remote(US) if it's a smaller company then you can still get a job there if you can sell yourself well. You may need to be flexible with your working hours if you're in a different timezone though. (I don't mind working US hours but for some people this may be a dealbreaker)
This doesn't really apply to me as I'm not a US Citizen or a Green Card holder, but out of curiosity. Are you on a payroll in your home state and pay state + federal taxes or are you paid as a contractor similar to what I do?
All jobs on AngelList are potentially contract if you're outside the US. Unless they want to set up a subsidiary for you (they won't) or use a global PEO (some do want to do this but most are happy with a direct contract in my experience).
Currently I'm making under $100K but I realized I'm getting severely underpaid. I'm currently interviewing at a bunch of places offering salaries ranging between $120K on the low end up to over $170K on the high end. They are all startups hence this question as I was wondering if bigger organizations would be worth looking into as well.