running 16-bit apps on modern macOS?

[ToastyBug]

Is it possible to run 16-bit Windows apps on macOS 10.15 Catalina or later?

Apple says:

Starting with macOS Catalina, 32-bit apps are no longer compatible with macOS.

I'm trying to run this demo of Star Wars Jedi Knight: Dark Forces II (details page, download link (20 MB)) that was originally made for Windows 95

jedidemo.zip sha256: b92dd1dd34790a9152e706bef8976d051d1ff4f61fd401b1bd197b6abf80ee01

I also tried setting my Windows Version to Windows 95 and also Windows 3.0 with winecfg but I always get this error (the game doesn't launch at all)

Code: Select all

0124:err:environ:init_peb starting L"C:\\windows\\syswow64\\winevdm.exe" in experimental wow64 mode
0124:fixme:wow:wow64_NtSetLdtEntries 1107 0488323f 0000f378 0000 00000000 00000000: stub
0124:err:module:loader_init "krnl386.exe16" failed to initialize, aborting
0124:err:module:loader_init Initializing dlls for L"C:\\windows\\syswow64\\winevdm.exe" failed, status c0000005

Tried with Gcenx's wine-devel 10.6 build