Random thoughts:
I'm in the same boat - turned 50 this year - been playing bass since age 14, having played drums and piano since age 5 or so - good ear for learning songs quick, make my own rough charts for new or original projects. I just recently let my time run out on Musician's Contact Service - wasn't finding much on there, although I have found some good bands on there in the past. I actually found my last band on MCS, which lasted for 3 years, but blew up due to the usual personality conflicts about a year ago. There's never anything on Craigslist worth responding to. I'm in So Cal and it seems like there are fewer and fewer places to get a gig that will pay at least $100 per man. I'm involved in a couple bands, but it's hit and miss - the good-paying private party gigs come along about every 3 months - good pay being $200 +. I did a gig a couple months ago that paid $350 per man. I have another one booked for December that pays around the same.
I was just watching the news this morning - can't even remember the young female singer's name, but she's a popular newer singer on the scene (this goes to show how out of touch I am with new singers) - anyway, Sam Rubin on KTLA said something about his daughter going to see this performance and mentioned that there was no band and that she was singing to tracks - his daughter said she didn't care about that stuff! That's the other problem - EDM, singers singing to tracks - it seems like live music is becoming less important.
I had this great idea to find sub work - contact bands that are on Gig Masters and appear to be gigging a lot. Bands always need subs. Sub gigs could lead to a full-time position. Guys quit as we know. If you've already subbed and did a good job, you're more likely to get the gig when the regular member moves on or gets fired. I did do this about 2 years ago and made a few connections, but didn't really put in enough time with the project.
I'm only playing out a couple times per month now, but wouldn't mind playing more. I have a new job which has taken most of my focus for the last few months. Maybe in a few more months I'll get back to the search for another band situation. I'm only looking for cover bands at this point. I've done the original band thing for years. The last one was cool, but it never took off. It was a 13 year association with the singer/songwriter - cool music - Sting meets Steely Dan type thing, but obviously it sounded dated - even though I really dug the music, I just totally burned out on the project. The biggest bummer was when we'd schedule a gig, pimp the crap out of it on FB and email blasts, and then 13 people show up out of the 100 that said they'd be there.
I could go on ranting forever, but......