I like the look and position of the HD oil cooler better than the Jagg but from what I have read, Harley's oil filter adapter is much more restrictive than the Jagg - almost to the point of dropping the pressure dangerously low. Keep in mind this is anecdotal as I have not seen or tried either unit and am just relaying the info.
I have been tempted to add the HD unit but swap out the HD adapter for the Jagg which you can buy separately. I would then add one of the aftermarket fans behind the cooler if necessary.
Then again a certain Wizard told me if your ride is properly tuned your oil temps should stay quite reasonable under most if not all riding circumstances and an oil cooler is not really necessary. YMMV.
MikeV