I was in the beta for the original World of Warcraft and restarted when it officially launched. This was 20 years ago, so memory is fuzzy, but somewhere along the way I was playing it in wine exclusively under Linux. Game updates were common and frequently broke wine, but I kid you not a patch was available within 24h. Yes, this forced me to compile my own wine, but it wasn't that difficult then. Together with "checkinstall" I could maintain a clean .deb package from the source code.
Some links I found in a quick search showing the challenges: