I like Cosmic because it’s a nice middle ground between something like sway and the more mature DEs (Gnome/KDE). The tiling experience is phenomenal but you can still use floating if you prefer. I have it on both my main machine (Gentoo) and my secondary (Fedora).

There’s a guide for switching to Wireguard. Yams also includes a command:

yams check-vpn

that tells you if the VPN is working.

Not sure if that directly answers your question but there are a lot of step-by-step guides on the site and the author has also answered a lot of user questions on the message board.

Yams.media is a script with an easy to follow guide that will hold your hand through the entire setup. All you need to do afterwards is import your existing media using radarr/sonarr.

This right here. Almost all of your concerns are Windows-specific. Linux package management is light years ahead of windows.

I’m not using Pop! but I am loving cosmic on both Gentoo and Fedora.

On my potato I’m using sway.

Gentoo and Fedora for workstations although I’m thinking of switching my last Fedora machine to gentoo. Debian for servers but I’m wanting to learn alpine as well.

This is the very first thing I install after a fresh install of whichever distro I’m on that week. Love, love, LOVE me some keyd!