Should the oil come from engine to filter to cooler then back to the engine
OR
engine-cooler-filter-engine
Also, reading about the bypass valve dome end or head end, makes me wonder if the filter should be on its side.
This will be for a marine motor.
Example here, they make sure you realize where the bypass valve is and what can happen.
http://www.ford-trucks.com/ford-manuals/Oil_Filter_Cutaway_Comparison.pdf