I mean, this could all be hardware related. The simplest thing to do is get a virtual machine going with a more relevant version of windows on it. Though even that might have issues since some old games just will not play on anything other than period hardware. So the next option would be to build a period rig and try that. You should still be able to get one made for a decent amount if you look for the parts and shove them into a cheapo case rather than old pre builts, especially the new-old stock ones that also look pretty. Anyway, that's my two cents on this.