How big is the oil pan and capacity?
How much extended long distance driving?
I've run a stock pan and 7 quarts for years at long distance highway and never really felt the need for
a oiler cooler. I do put a piece of cardboard in front of the rad on cool days because I have to much cooling. lol
On the big engine I will need an oil heater.

You don't want the oil too cool or it will not cook off the moisture and cause snot to build up in the valve area.