What digging around I have done turned up some threads on Tundras & Tacos and other transmissions that use the same ATFWS we use. Of particular note is a reply somebody got from Toyota themselves about at what temperature the trans temp idiot light goes on.... they said it was at 300F. That's hotter than I've ever heard ATF getting, and the general notion I've read elsewhere is that by the time that light goes on it may be too late. I can smell that fluid now.
Anecdotally, it seems like other Toyota owners on other forums feel like 240F is "dangerously" hot. So,
@Artie - (a) for how long do you maintain/exceed 240F while towing, (b) how often do you change your fluid, (c) what's your fluid smell like, and (d) do you have an aux transmission cooler?
I'm interested to learn what the actual temperature bounds are. I'll be towing my jeep through the treacherous hills of southern MO in a few weeks, I'll definitely be monitoring my temp as I go.