I am interested in how your RAAMS mobile door installation progresses as I am having a challenging time getting a shop out here to take that on.Sorry, I assumed incorrectly that you lived on the farm. For those distances you're absolutely going to be happier with a 4 speed.
Added bonus... You now will have a PARK gear, so no more E-brake and no more chocks on the wheels.
Either 4L80e or 700R4 is awesome.
I went 700R4 (765R4) as it is NOT electrical and has no limp mode. It works until it don't. 700R4's have been on trucks for decades. The drive shafts also line up and don't need to be swapped BUT you need an adapter to fit the transfer case. You also need to properly set up the kick down cable or else you will need a rebuild in like 1 mile (no exaggeration).
RWH will endorse the 4L80e and feels it is better. That might be a more soup to nuts without fabrication, but I just don't know.
I'm super happy, but that is only after a short test drive. There are still a few more small things being serviced. I cannot comment on durability or quirky behavior.
[EDIT - I purchased from Bowtie Overdrives in California, and they are helpful 100% of the way. They also have a kit that needs some minor customization BUT it is almost soup to nuts. They customized for what I wanted, including a bulletproof strong tranny that shifts softly and not like a 1/4 mile dragster. I am not affiliated with them but they seem solid so I'm recommending them.]