Same here, and Cakewalk does have a few quirks here and there with routing, but they are normally not "random".
I have found that when working with BlueARP, or other MIDI generating plugins, that there are a couple of DAWs that allow you to place MIDI generators on the same track with your synth. That can make things a bit simpler in this regard.
They are Reaper and Waveform. Just insert the MIDI generator first on a track, followed by the synth. No routing between tracks is required. There may be other DAWs that can do this that I'm not aware of.