Im in the same boat as you. Love everything about my truck but the trans.
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There's another member on here who posted about doing the swap in his 2014 1500 in his driveway with just hand tools and it didn't require a whole lot. Said he was gonna do a huge write up on it. I sent a PM to see if he got around to completing it.
I'm mechanically inclined to a degree, so I feel I could do it with some help from one of my buddies as far as install of the trans and other related hardware under the truck. It requires a change to the dial shifter which would have to come out of a 2019 PW, but that's not a big deal, it would be easy to install where the Fob or push button is and relocate those to just above like is in the 2019 and up trucks. I found one already on ebay for like $120.
I guess the 2014 and up trucks across the board are supposed to come equipped with being able to run the 8HP if I'm reading a few of the posts in that thread right and a couple things Russell at SGA has put out. I'm just not sure how much is actually there vs what still needs to be bought vs how much the 2013 and older 4th gen guys have to get. I'm not a technically inclined when it comes to wiring, so here's where I'm hoping someone has done/researched it for our trucks a little more.
I know our trucks need the 8HP75 from a 2019 or up PW or 6.4 2500 4x4 with the trans case lever and not the push button 4wheel system. Saw a couple on eBay in the range of 1.8k-2.7k.
Now, what I'm not sure of is, if in that swap to the dial knob, how it would all work with our lockers, sway bar disconnect, and hill descent.
EDIT: Actually, after thinking about it, I don't think we'd need the dial shifter out of a PW. We could use one out of any 1500-2500 that's just PRND and keep our bezel set up like it is.