Mark

IMHO I think your getting too wrapped up in details. Get a mechanid you trust and let him fix the car, talk to friends and see who they like for Internet/TV. Your doctor practioner may be of help with your medical plan. Don't take it all on yourself.

I'm retired from my day job but still try to keep up muisically. Practice enough to keep the chops up but lately its been a burden to decide what to practice. My Standards/Jazz tunes on piano for that restaurant gig? My Arranger songs which require much time and editing, ? and also my DJ lists for certain types of parties.?
Last night we went to see the hottest act going arojund the area. Dueling Pianos. A freiend of mine who has a nice duo with his wife got his brother to move here from Vegas. He's a solo pop pianist singer. He did some gigs around with his brothers help and then put together this "show" with a girl. Two dummy piano shells and a good PA. One of them would play and sing and the other would play the tambourine, do drums on the keyboard or just singalong. Not the thing I expected but they're selling out all their shows. $20 pp which gets returned to you for your food and drink tab.
Purpose of this story. Simplicity Look around a see what people want.
All the time I spent working on the Arranger and no real gigs for that type of thing. So like you I'm going simple concentrating on piano and DJ for the parties.
Good Luck