Re: problem with mercruiser out drive raising
two possibilities
First - if the pump stops running (you do not hear it) - then you are probably hitting the end of the trim range of motion and getting into the tilt range of motion. depending on your controls, there is a secondary switch that needs to be held to raise it into the tilt position for loading on the trailer.
Second - if the pump continues to run and it doesn't move - then you are probably low on fluid.
and welcome to iBoats