The best advice I can give is to just use Linux. Back in early 2006 when I started switching over to Linux I would dual boot, and any time I ran into something that was hard to do on Linux I would just boot into Windows to save time. Eventually I decided to stick with it and not reboot when that would happen. Linux back then was not as user friendly as it is now, so for the most part this should be the exception and not the rule. Obviously some software is going to be Windows specific, but the best thing you can do to learn is just stick with Linux and use it.
As for distros, whatever is the most used which is probably Ubuntu right now, will be best as people will have plenty of answers and questions that will cover what you are going through compared to a niche distro. When you get more experience with Linux, you will get a better sense for what you want out of a distro like rolling releases like Arch, functional package management like with NixOS or whatever else may be important to you. So just stick with Ubuntu or whatever is more popular right now and reevaluate after you get to the point your comfortable with command line tools.
What is a hobby you enjoy, but seems too quirky or obscure to bring up in most conversations?
Mine would be creating pen and paper ciphers for my made up secret communication needs.
Advice for a middle-age, moderately pc knowledgeable person to finally switch to or become proficient with Linux?
This is my third attempt. Partly to rage quit Windows, and partly to gain utility and control with some professional AV software....