I did something close to this before "fully remote" was popular. This probably isn't the answer you're looking for, but it worked for me:
Take a non-remote job (as far as possible under Covid conditions) and spend a couple years proving your worth, then sell your manager on fully-remote. Be flexible but respect your non-negotiables whatever they are. At this point, if you're good, your manager is highly motivated to keep you and if you're being reasonable, they will try to make it happen.
Note that there are some companies -- particularly FAANGs -- that have very strict rules about this, so if your "ask" is "digital nomad" and you go to Google, that's not gonna work. But if it's "WFH in Tahoe" you can probably pull it off.
Good luck with it! I'm going to try the same next year if "starting my own startup" doesn't gel.
Take a non-remote job (as far as possible under Covid conditions) and spend a couple years proving your worth, then sell your manager on fully-remote. Be flexible but respect your non-negotiables whatever they are. At this point, if you're good, your manager is highly motivated to keep you and if you're being reasonable, they will try to make it happen.
Note that there are some companies -- particularly FAANGs -- that have very strict rules about this, so if your "ask" is "digital nomad" and you go to Google, that's not gonna work. But if it's "WFH in Tahoe" you can probably pull it off.
Good luck with it! I'm going to try the same next year if "starting my own startup" doesn't gel.