I see no reason or benefit to cool the oil whatsoever, nor do I see any negative effects from the temperature our nosedrives typically run at. I seriously doubt it would have any effect that could be measured on the boost charge post-rotor.
The heat in the Supercharger comes from primarily the inlet restriction/rough casting, and second from the compression of the air itself. Not from the nosedrive friction/oil temp.
I know it'* been awhile, Jason, but if you go to some of my more recent engine bay pics, you'll see several small temperature strips all over my top end. I've been tracking SC/TB temps for quite some time, trying to determine what is the biggest issue, and what heats up FIRST, second, third, etc, then what heatsoaks from a nearby hot spot, rather than producing it'* own heat.