fuck it man, with the state of desktop linux these days, just put your files on a seperate hard drive and go full hog. Even vanilla ass debian is ok as long as you go for Gnome or KDE.

Honestly most stuff runs fine on wine, if not wine then proton, if not that then bottles/winboat and some messing around. I'm still going through stuff but everything that hasn't worked at all has been thanks to external issues such as anticheat. I even got zbrush mostly working the other day.

i think in the past year they must have made ubuntu changes a lot cuz its now really easy like its almost like a smart phone. even upgrades and updates with an interface now. i could see a techphobe who only ever uses iphones use it with ease.

the only hesitation is there is no tech support for linux. like you cant just walk into best buy and expect the geek squad to fix your problems(they could still look into hardware problems)

that said once you learn linux things come pretty easy with a rollback feature(est month maybe 2 to get familiar with the linux tricks on how to fix stuff yourself)

i still work by a cheat sheet. and thankfully the comminity for linux user help is pretty vast for searches

I think it's time to update your knowledge... Especially regarding Ubuntu. Do yourself a favor and look into other distros.

Also curious what Windows programs. It's very rare, but on Bazzite if I open an exe, it automatically runs it in wine.

For games, just load the exe through Steam or use a launcher like Faugus with Proton.