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Hey all. I’ve been having this same problem for months. Incredibly frustrating indeed. I can sometimes get it connected, but it usually requires a restart of my mac mini and of the H9.
I finally discovered this trick that seems to work every time and doesn’t require a restart. Hold down option-shift and click on the bluetooth icon in the task bar. You’ll now see a “Debug” sub menu. Click “Reset the Bluetooth Module” and then try connecting via the H9 control app. This has worked great for me. Again, not ideal but at least it doesn’t require a reboot and/or clicking “connect” 20x until it works…
See attached screenshot.