I've had good luck with breweries for a small amount of guaranteed money when touring through small towns. Obviously the first step would be starting your own band and trying to build a scene around it if there isn't one in your area already.

Teaching gigs are easiest to get late summer right before kids go back to school, but in the small town I used to live in I never was able to break in to trombone because there already was one trombone teacher who had all 15 students in the town.

Teaching piano is always the most lucrative, buy the Faber and Faber primer and Level One books and get familiar with them, that's at least a year of material for any young student.

if you can get in as a piano teacher it doesn't matter if you can play as long as kids think you are cool and parents like you., It's mostly babysitting, teaching fine motor skills and imparting a little music knowledge, if you end up getting a student who is super serious and ends up progressing faster than you can after a year or two, you can always pass them off to legit piano teacher

I started teaching piano with very limited ability (only 2 years of group piano In my undergrad) I couldn't read grand staff for shit and after 4 years of teaching seriously i'm playing Chopin waltz's, it's kinda fun!