Not sure on the condition of the trans prior to me purchasing the truck. I believe it was a pipeline truck. So I am assuming it was primarily used for towing. Purchased it with 230,000 miles on it. Prior to the Transgo Jr. install the tranny was hesitating a bit half way through the 3rd to 4th shift. Transgo Jr. improved this issue, but it is still present. Other than that everything has been great. I have run hotter tunes on it and haven't limped it, but when I was hardly working it it decided to limp obviously. These two times are the only times I have ever limped the transmission.
I really appreciate all the help. I am going to hopefully get access to a Tech 2 this week and try to do more diagnosis on the stuff you advised.