|Try a different DOS. Wipe it clean and find IBM DOS 5.0.|
Before installing Windows, make a boot disk so you can alter config.sys without having to tear your hair out and reinstall again and again.
Post the contents of your autoexec.bat and config.sys files here so we can see them.
Usually if PROGMAN.EXE is crashing, then the problem might be with SYSTEM.INI having an issue with something.