Oil is just as much a coolant as it is a lubricant.
You spend upwards of a couple grand to replace the air cleaner,exhaust system and install a cam to increase power,reduce operating temp as well as if done right increase mileage over stock.
The next step ? Might just be the only cooling system a Harley had(until the recent steamin beagle upgrade
) other than air.
I am not sure that between 1/2 and 1.5 quarts of oil added to a Harley by itself reguardless of the oil pan design is a good thing without adding increased cooling capability in an oil cooler.
What I don't see as anything but a good thing is 1/2 to 1.5 quarts of cooler oil circulating thru a big twin engine.
Jagg/Setrab makes some of the best oil coolers out there,more surface area etc etc....the stock oil cooler on the touring bikes has about 3-4 ounces of oil...a 6 row Jagg has 6-8 ounces and a ten row has a tick over 10 ounces and they
work very well.
Money aside I think that the combination of a larger capacity pan and a better oil cooler is a great upgrade.