I have set up a button as an IA to toggle the H9 Active / Bypass MIDI CC, but for some reason I have to press the button on the PBC twice in order to either activate or bypass the H9.
Which CC are you using? There's one "Toggle Between Active and Bypass", and you shouldn't use that. Pretty sure you'll get the behavior that you're describing. Try using the "Active" CC instead and you should have better results.
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