I remember hearing about some hardware made for the government (military?) where the development tools ran on some 1970s minicomputer that had long since ceased to function, but it was no problem because in the 80s they wrote an emulator that ran on 68k, specifically an Amiga since that's what someone had sitting around the lab at the time. Then in the 2000's they realized the supply of Amiga parts wouldn't last forever so they bundled the whole thing up to run in an Amiga emulator that ran on whatever version of Windows was current at the time. Then 16-bit Windows ceased to be a thing, so....