May be someone can develop such thunking for legacy Linux userland.
The only thing I can think of is games, and the Windows binary most likely works better under Wine anyways.
There are many embedded systems like CNC controllers, advertisement displays, etc... that run those old applications, but I seriously doubt anyone would be willing to update the software in those things.
It's not a well argumented thought, just a nagging feeling.
Maybe we need a simple posix os that would run on a simple open dedicated hardware that can be comprehended by a small group of human beings. A system that would allow communication, simple media processing and productivity.
These days it feels like we are at a tipping point for open computing. It feels like being a frog in hot water.