great ideas Danny!

I'm considering getting one of those vehicle wraps (professionally printed full vehicle advertisement... I'm sure you've seen them)

They're a bit pricey, but they really get a lot of attention and because your vehicle moves, you'll actually get much more exposure than if you paid for a billboard


other venues:

family reunions
class reunions (great crowd for all those oldie's you know)
specialty gigs (if you are clever at writing songs quickly, you can market them as part of a retirement roast, corporate roast, political conventions... people WILL kick in money to get a few laughs at somebody else's expense)

As stated before: Baby boomers just started to retire, and they're looking for things to do. They grew up listening to live music. They'll came back if you can convince a few local businesses to host a "boomer night with the oldies"

https://www.dropbox.com/sh/ey71h8ep047758h/AAC12jNM0Hz9Q8zsh5iDeqNHa?dl=0