You should be able to do that, but... - DOSBox is meant for games. No one cares about applications, so you won't get support (but there are some threads talking about clipper on this forum). Don't try to get any support, it will end in tears. - There are other emulators able to run DOS, like dosemu …

I am operating a couple of Dos-based programs on a Windows 95 machine. They are working really well but I need to modernize. The old computer won't last forever. One of the programs is written using something called Clipper. We use a dos version of R&R Report Writer to produce the end product. Can …