I'm willing to bet that Windows 10 or 11 would have zero trouble running some random version of Quicken from 2002. Most PC games from that era are still easily runnable without too much hassle and those have way more complexity and weird crap to deal with.
Linux might be doable too if it doesn't have a bunch of shared libraries or if you at least know what versions it needs.
That’s about what I was thinking. I made and distributed a small application on Windows, Mac, and Linux back in the late 2000s and only the windows version still works. Getting the Linux version wouldn’t take much work, but the mac version would need to be rewritten.
