This brought back memories when I was an OS/2 User. I miss that desktop.
Funny that you should mention Clipper because I developed Clipper software too that got to be too big (memory requirements) for DOS to handle without doing crazy tricks. At that point, I sucked it up and transitioned it to OS/2 PM. I wrote the GUI front end in Watcom's VX-REXX (an excellent product) and the back-end in C and using DB2/2. Fun times!
Visual Age for C++ was also one of the few IDEs that back in the day provided a Smalltalk like experience for C++, especially in version 4.
Was it Watcom C++? I may actually still have a CD with that on it somewhere.