

That’s also my experience: there’s a certain generation of games, around 10 - 20 years old which have more likelihood of problems running in Linux than both older games and newer games.
I suspect it’s partly to do with the kind of DRM used by AAA publishers back then - for example the Steam Windows version of The Sims 3 will simply not work in Linux but a pirated version will work fine with no tweakings needed whilst other AAA games from that era need a lot of tweaking to get to work in Linux.
Meanwhile the most recent stuff just works with no need for tweaking.
Same here.
In my transition from Windows to Linux on my main machine, one of the more funny discoveries I made was that for many older Windows games, Linux with Wine has better backwards compatibility than Windows.