Advice on potential gear swap

Yes Oldmanmopar, current stall of TC is my biggest concern here. So in your opinion, what's 'too high' of a ratio? I do have a aux tranny cooler and a trans temp gauge to keep an eye on it, but don't wanna be creating more problems than it's worth. Also have seen a 3.08 (harder to find) and 3.23 to consider, but that would be as far as I would go.