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With you having to fill the reservoir on the engine so many times, this leads me to believe that the float in the tank has failed and is not sending the signal to the remote tank to turn on the pump and fill it. See of you can clean the engine oil tank float, but it may need to be replaced.
A fuel issue would not sound the alarm. There is also a float in the boat side oil tank, when that tank shows low due to the boat shifting on the water or actually being low on oil, it will also trigger the alarm.