Hello packinpennies, to sum up - could work.
The USB OTG functionality might work with the Micro USB on the front.
Please analyze the circuitry which you can find here in the downloads section.
It is also important that no voltage is applied here during the boot process, because
otherwise the device will not boot.
Ok, let's assume the circuit works, then USB on the front panel plus Ethernet would not work anymore!
Then you don't have a connection to the RevPi Core anymore.
But with the Connect there is a 2nd eth interface, which is not connected via USB but via SPI,
there might be a connection.
If your program is started that simulates the HID device before the Micro USB connects
and if Ethernet and the two USB ports are not needed afterwards, it might work.