In my experience most games that don't use an anti-hack just work (probably around 95%). Occasionally a bit of tweaking is needed. * Probably the biggest pain

In my experience most games that don't use an anti-hack just work (probably around 95%). Occasionally a bit of tweaking is needed. * Probably the biggest pain point for me are game launchers that use Edge WebView 2. But many games allow you to bypass the launcher. * For DOS Games run native DOSBox and not the Windows Version inside Wine/Proton * Install the games on a native Linux partition. Having the wine prefix on NTFS will cause weird issues. * Use a tool like Heroic Launcher or Lutris for non-steam games. Especially for GOG games. Applications on the other hand have problems far more often. Some don't work at all, others have bugs and limitations.