(Finally fixed!) Syncing a DAW with Overbridge & other external Midi gear

I know this is an old thread, but I am trying to use the same setup with my Analog Four MK1. I have Ableton 10 and using Overbridge 2. I am using the Midi Out to connect to my external synths and the Midi Clock is Rock Solid with Ableton, however I am unable to figure out how to sequence my synths within Ableton, as from what I understand, the Midi doesn’t pass thu from USB to DIN? I can set the MIDI settings to Choose the Analog Four as the Midi out and choose the right Midi Channel for my external synth but nothing. Any thoughts welcome? Is this possible?