Jimmy, congrats on retirement. I have the greatest respect for those who make, or have made, a living playing music. I know second-hand how difficult it is to be self-employed, and doing that in the music field only magnifies the difficulty. Of course the rewards can be tremendous... the personal satisfaction, if not the greenbacks! However there are of course frustrations, which seem to be proportional to the level of pay.
I'm lucky in that I live in a huge multi-metro area, which allows me to stay busy as weekend warrior. Mostly bar gigs so there isn't much glamour in it, but I get my $100 minimum, and more importantly, there's enough demand for bass players that I can easily avoid difficult personalities: if the band isn't fun, I will make myself unavailable when they call. I suppose the greatest trick I've learned after playing for half a century is managing the workload of numerous bands who play in various styles (outside of jazz). I'm also pleased with my ability to do short-notice subs if the music isn't too complex.
OTOH - I don't mean to diminish my abilities, but the bottom line is that I stay busy on weekends despite having terrible jazz chops, limited reading skill (Nashville numbers), practically zero vocal skill. So, I need to reemphasize the luck factor: I am definitely NOT qualified to be a full time pro. Again: greatest respect for you and others who have developed the hard and soft skills necessary to be a successful working pro.
P.S. Have fun with the cats! My ex-wife was a genuine crazy cat lady so I've had more than a lifetime's share, but I do miss them (a little bit).