I reread your post...wow this is freaky. We have a lot in common.
I was married for 29 years, got divorced then dated for a while. I live in FL. I started shooting in my mid 50s in 2014, when I decided I wasn't going to be a victim. I managed to get to high D in USPSA. A couple years ago I decided to focus on health and lost 35 lbs to size 34" pants using a low-carb diet and going back to the gym for weights and cardio.
I tried match.com, and luckily for me, met my (what is now) hawt wife after a few tries. We had some conversations about guns, but not being a gun guy, I had to start the journey from ground zero. She was on board with that. Fortunately I stumbled on p-f early on. That led me to my first "real" training class, Tom Givens Rangemaster two-day. It was eye-opening.
These days I keep things simple with two carry options. As a backup, around the house or at the gym / taking out the trash etc., I have my Ruger LCR. It's either in a clip-on Dark Star Gear kydex holster, or a Desantis Nemesis, in my pocket. My normal EDC is a P365X in a JM Custom Kydex AIWB 2.5, or a Vedder Pocket Locker.
In your case, honestly, it doesn't sound like things are going swimmingly, the way you've described your situation. It might sound trite, but I always say pistol-forum is where you get what you need to hear, not what you want to hear. The guys are giving you some good advice about C3 carry. I concur with getting some training to make you more at ease.
I hope you stick around the forum. Best of luck.