DIY compressors are an option… but despite years studying electronics and signal processing, I still suck at soldering and I’m afraid of the noise floor I’ll end up with if I touch an analog signal path…

MIDI runs at 31kbps and a CC message is 2 bytes, i.e. 32 bits… so it should take just about 1ms to transmit from the Arduino to the Octatrack (trig from the Machinedrum to the Arduino can be instantaneous). It should be fast enough I think… not sure but it deserves a try.