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.
that said, i sometimes think about a clean-room reimplementation of e.g. the unity3d runtime -- there are so many games that don't even use native code logic (which still could be supported with binary translation via e.g. unicorn) and are really just mono bytecode but still can't be run on platforms for which their authors didn't think to build them (or which were not supported by the unity runtime at the time of the game's release).
Yeah, that's a reasonable workaround, as long as it doesn't hit that OpenGL problem above (now it mostly affects DX7 era games, since they don't have Vulkan translation path). Hopefully it can be fixed.
Win64S?