I am experiencing 210-215 degrees after an hour of cruising in 90 degree ambient temps. Temps will climb to 230-240 when stopped in traffic but quickly cool when moving again. Those same conditions would produce temps in the 250 range when the mods were limited to catless head pipe, Fullsac 2" baffles, and SEST tuner.
Since adding Axtell jugs and flat top slugs, S&S 585 cams, SE 58mm TB, Dewey's Pro Street porting 10:1 CR, TTS Master Tune, and replacing the stock H-D Premium cooler with twin 6-row vertical Jaggs in series on the down tubes my operating temps were reduced at least 20 degrees. As this was not intended as a science project, I did the above mods together and cannot quantify how much any single one contributed to lowering the temps, but I suspect the long exhaust duration of the cams and the oil coolers had the most cooling effect.
I am very happy with the current operating temps.