I've been out looking at the truck, so here's some new information.
1. The rattle is NOT related to the transmission. The problem is that I'm an idiot. I put that 1" body lift on there, and didn't think about the lower fan shroud. The fan was bound up in the shroud and couldn't spin. The clicking was the fan clutch.

I removed the bottom shroud for now, clicking is fixed.
2. I decided to pull the dust cover off of the transmission and peak up in there to see if I could spot the leak. Well, the cross-over pipe of my exhaust prevents me from taking the dust cover all the way out, but I was able to get it out of the way enough to get a good look inside. It is dry as a a Nevada Summer in there. So that's good news.
3. Upon further inspection, I'm leaning more and more towards thinking the leak is related to the gear selector input seal. I got up in there with a light and saw that everything above that point is dry. There's a bit of a film of dirt/grime/oil on the driver's side lip of the transmission housing, and that leads me to think that there's been an ongoing
small leak there.
Also, based on the way that my exhaust routes around the transmission, the exhaust pipes come together in a Y about 8" behind the gear selector input shaft. From the stains on the exhaust at that spot, seems to indicate the greatest amount of transmission oil is landing there - which makes sense at speed + gravity.
I'm thinking that the gear selector seal got a bit torn up somehow when adjusting the linkage for my body lift. So, I think I'll start there. There's nowhere else on the case that seems to indicate a leak, so...
I filled up the transmission and went out on my street and romped on it really good. There seemed to be a couple new drips under the gear selector.