Most macerator pumps are self priming up to about 4 to 6 feet of vertical distance. As macerators age or become clogged with debris they loose the ability to self prime. .Typically the cutting blades / impeller on macerator pumps are serviceable & replaceable. Best to identify the brand and model you have then look up specs on line. You should be able to determine the macerator's original ability to self prime and if the unit is serviceable.
Ideally macerator pumps are located at the same level or below the base of the holding tank. Obviously this is not possible in M38x with the holding tank in the lower portion of the keel.
When I disassembled
Pilgrim's (1979 M382 hull#115) original holding tank the discharge was a PVC pipe. The end of the pipe was slightly above the floor of the tank. Thus it would be impossible to empty the last inch or so of waste from the tank.
What are you defining as "the line"? Is this the run of hose between the macerator and the holding tank pick up? The run of hose between the macerator and the thru hull? Both? What makes you think you are clearing the line?
Are you certain the holding tank is not empty?