pixfoil, i work with the OWL in a similar way, with PD and gen, though not using MIDI.
Browser transfer of any fresh compiled patches to the OWL doesn't work here, the patch transfer somehow never finishes and/or the result plays dead. I didn't have time to get into details there, just noticed, that an old patch from a slot is gone and the new one never seems to get completed.
So I have to download the compiled patch first and then transfer via OwlControl.
Especially the PD compiler would need some maintenance now i believe.
Didn't test MIDI nor gen these days.