This conversation made me go randomly search up F150 Lightning towing data, and I found this interesting Youtube segment where they compare an F150 lightning to a standard F150 turbo hybrid. Most of it is expected and aligns to our conversations here, but they did manage to get more towing distance out of the Lightning than I expected. Seems like a full charge would have gotten them around 150-160 miles, as it is they only went down to 20% and got around 130 miles I think. Fast-charging back to 80% took 45 mins, and then their range would have been something like another 120 miles. Going all the way to 100% took a total of 2hrs 10 mins, that last 20% charges much more slowly as we already know.
So if you just went from 80% to 20% you'd be stopping about every 1.5-2 hours, and recharging for around 45 mins to an hour each time. That's not ideal but it is better than I expected. This is outside of Chicago so it's flat, obviously hills and mountains would diminish the range more quickly.
One other thing they brought up that I hadn't really thought about, is that gassing up your ICEV whilst towing is a very straightforward thing. You can easily plan a route that has large, convenient gas stations with easy entrance/egress capability with your trailer attached. But electric chargers are not typically placed in easy pull-through locations. They had to disconnect their trailer in order to move the F150 Lightning to the charging bay. It's not the end of the world, I can disconnect and reconnect in under 10 mins per, but it's another inconvenience when comparing ICEV to EV for towing purposes. Anyway, whole video is here, it's somewhat interesting (to people like me, anyway).
Oh another thing I saw is that they now have max towing capacity on the turbo hybrid, so it's finally coming into range for my purposes. The F150 full EV on the other hand, maxes out a couple thousand pounds less, so even if the distance limitations weren't prohibitive, the towing capacity still is.
https://www.cars.com/articles/ford-f-150-lightning-vs-f-150-hybrid-what-we-learned-towing-and-hauling-with-an-electric-truck-455992/