Turns out this was easier than I expected.
The Motorola CPS software is from around the same time, so it was an ideal candidate to try. I remember when Windows 7 was first released Microsoft released a version of Windows XP that would run within Microsoft Virtual PC. So the only alternative was to experiment with an older version of Windows in a virtual machine and passing through a serial port. I could not get the CPS software to “read device” instead receiving a timeout. There is something fundamental in the RS232 32-bit sub-system within the CPS software that prevents this from ever working. I’ll spare you the gory details, but not amount of compatibility mode twiddling or research would result in a working system. So rather than go looking for further ancient hardware I started experimenting if Motorola CPS would run on a Windows 10 64-bit platform. My immediate thought was “yikes what do I use now to program these Motorola radios” ?
However my trusty old Windows XP laptop, with a real serial port fried its motherboard recently never to boot again. I still have a number of UHF Motorola MTS2000 handhelds which once given new batteries have proven themselves useful time and time again. It is no secret that Motorola CPS software does not like to run on modern operating systems.