The thing to keep in mind is that these are air-cooled engines, and they were designed that way from the outset. Everything you know about operating temperatures in a water-cooled engine goes right out the window. Remember, Harley sells the exact same bike, with the exact same engine, with the exact same engine programming, with the exact same instructions, and the exact same warranty whether you live in Arizona or Alaska. You don't need to remove the lowers in the summer, and the EITMS is for rider comfort only (says so right in the manual).
Use quality synthetic oil, change it and the filter every 5,000 miles, and go enjoy riding. I did this for nearly 50,000 miles on my FLHTK, and sent oil to Blackstone after every oil change, and there was no significant oil breakdown, nor was there any damage to the motor.
People stress WAY too much about oil.