The first thing Id do if I was you is get a trans thermostat bypass kit.
My truck has 130k on it now, unfortunately it needed a 6 speed trans at 95k, the shop that put a reman one in recommended the bypass and it works fine for me even in Mass. It might run a little cooler than it should in the winter for me but you wont have that problem so its a no brainer.
I was going to get a diablew tune for my '16 5.3 but they didnt respond to my email, so I just bought a MPVI2+ and Im excited to learn. I do have experience with tuning from 20 years ago when I had an 02 wrx with a utec, those were a pain to tune and from the videos ive seen on youtube HP Tuners looks amazing.