this post was submitted on 28 Jan 2026
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Windows 11 won't install those 25 year old programs anymore. Wine will.
I’m really sorry to do this, but 25 years ago was 2001.
Now that the painful part is out of the way, 32-bit software from 2001 should work in Windows 11.
Oh cool, let me install this software, what, it won't install because it's missing quicktime? Oh it needs directx 8 runtime? That could be a problem. Let's advance the clock, 2004, that should be fine... What do you mean you can't run .NET 1.1 applications and so that won't run?
Ironically, wine is more likely to have a path to easily run those programs under Linux, but if you had a Linux binary from that era you'd likely have a hard time getting that to run, probably harder than the microsoft scenario. So old Windows software is more likely to run under Linux than old Linux software...
Brave to say something true but so controversial in a space like this