Didn't Microsoft drop 16 bit application support in Windows 10? I remember being saddened by my exe of Jezzball I've carried from machine to machine no longer working.

Microsoft has dropped 16-bit application support via builtin emulator (NTVDM) from 64-bit builds of Windows, whether it happens to be Windows 10 or earlier version of Windows, depends on user (in my case, it was Windows Vista). However, you can still run 16-bit apps on 64-bit builds of Windows via third party emulators, such as DOSBox and NTVDMx64.

and Linux stopped supporting 32bit x86 I think around the same time? (just i386?)