When using the windows 10 calculator app and connected remotely via Connectwise Control, the decimal dot does not work using the numpad, it works as a "delete/clear" or "C" in the calculator. You have to use the period on the "qwerty" side of the keyboard.
It sounds like Num Lock isn't active on the guest.Try pressing it and see if that corrects the behavior.
That is not the case, I've tried Num Lock on and off and it still does not work, tried different keyboards and does not work. It happens in all of our clients/agents (at least on windows 10, I have not tested windows 7, we do not have many of those anymore)
This seems to be the first report of an issue like this, and I haven't managed to reproduce it.
If you haven't already, try contacting support: https://www.connectwise.com/services/support
Customer support service by UserEcho