Elizabeth, I am /not/ local but I want to add a heads-up about one thing: look into what's required in order to work remotely. I don't know whether you plan to do that as an employee (e.g. on staff with a mainland company) or self-employed. If self-employed, there seems to be a lot of paperwork and it's not cheap. (I've freelanced in five mainland states and PR requirements look much tougher.)
My impression (I'm basically in the same boat as you, still researching this) is that working remotely is daunting but do-able. ("Digital nomads" do it all the time but I don't know how high their income bracket has to be to do it comfortably.) OTOH if you have a steady job with a mainland company, that's a whole different scene and I'm guessing maybe easier.
So my first advice would be to check it out carefully and my second advice would be don't be scared off by it. Good luck with your plans!