Re #2 and #3 - or try and move to Canada -- Get thee to graduate school in Canada. There's a newish gov't ruling that says people can linger in the country longer after completing their advanced degrees and legally look for work and move towards landed status and citizenship. Except then you'd lose the beaches and nice weather of San Diego, and your friends . . .
On the other hand, grad school is exciting. Re this A single 30 minutes on the drums becomes a down payment in a livelihood as a musician. Reading becomes a future as an editor. A journal entry becomes the smatterings of a novel. A massage? A step towards becoming licensed. And so on. It's the trickle down theory of existential anxiety; a burden of expectations, a perfectionists poison!
when you are highly skilled and multi-talented it is hard to choose a particular area of focus ... but #1 above might help you pick something. There's a Yiddish expression that translates as "one bum can't sit in two chairs" .. at least not at the same time.