Alright, I'm going to ask one of my colleagues to look at your posts to see what he thinks.
In the meantime the H9 Control manual has some suggestions for dealing with problems connecting to H9 Control via USB on Windows which you may want to read through. I do wonder for instance if restarting your computer might help with the fact that H9 Control won't connect to your TImeFactor at times. On Windows (up until Windows 10) only a single application can use a MIDI port. Maybe, the MIDI port isn't being released, and that's why H9 Control can't use it?