Comment by toast0

30 year old Windows software is kind of rough. Tried to get some old games working on my Dad's computer this holiday season. DOS based game is easy. Windows 95 based games are hard... First you almost certainly need winevdm for the installer because the installers were almost always 16-bit; then I was getting errors that I can't run on Windows NT, only Windows 95 is supported, and insufficient ram errors because the memory available is too much.

Found some other options (fan remake) for now, but probably I need to shell out the $3 for a modern port or run a whole emulated windows95. Probably wine with options would also work? SSI games, Allied General and Pacific General.