for games that fell off a truck or something, maybe look here. I've found almost all of those I've found in the mentioned way to work without issues with lutris.
as to upgrading the games, hadn't tried that. I know there are periodic updates for popular titles (like Cyberpunk 2077) released and you can find them in the same place you found the game, but seems too much hassle.
the list of things you'd like to be able to seamlessly transition over is kinda... well, that's a lot of stuff. anyone claiming you can pull this off whilst maintaining any semblance of productivity is deluded.
my advice would be, get yourself a second machine. powerful hardware is stupid cheap nowadays and you can get a semi-competent laptop in the $100 region. take your time setting it up, always having the option to tear everything down and start over as it's not your primary rig. start with a beginner friendly distro, Mint or Ubuntu, try 'em both and see which you like better.
then, just start doing the things from the list. item 1, easy-peasy. item 7 next, huh that was easy. next item 4, then 5... you're gradually transitioning, without any downtime and always having the fallback option of your existing setup. before you know it, you're a Linux user!
by the time you figure all this stuff out, you'll have the knowledge and confidence to nuke windows for good and jump in both feet, not to mention - your laptop as a fallback.