OK…wow… sitting here wondering how you managed all that…. but first…
I imagine you would have to get licensed in Cali as that’s where you will be buying the bike. If it were me, yes I would get one. No no way in hell would you catch me on icy/slick conditions on my bike. I ride in the cold for sure but anything below 20 degrees faren. and dry I take the car… .anything below 35 degrees faren. and wet I take the car.
You have options as far as getting the bike to Va. You could ride… which I suggest you get alot of mental stamina for riding before you try, you could have it shipped though it could get price, or you can simply gauge your progress and see if your ready for something different and then sell the bike and buy your step up when you get to where your gonna settle down at.
Music…personal preference…it’s a debated subject and even some states vary on it. Check the area laws that you plan on riding then experiment with it for your own decision.