With a v6 and auto, it will probably be doing a lot of downshifting. Put the biggest trans cooler that you can afford and physically fit in there! An extra deep aluminum finned pan wouldnt hurt a bit either and neither would going to a full synthetic quality fluid.
As said above (kind of), you cannot get too much extra cooling! However, being too cool can harm it, but adding extra capacity wont make it too cool.
2010 Cherokee Grey Wolf 28BH
86ish palomino slide in
2000 F250 superduty 4x4 7.3/6speed crew/ short