Lots of good advice here and you seem to be on top of it. I will add one thing to check. Your truck's receiver/hitch will have a sticker on it with load ratings. See what it says for max tongue weight and max trailer. I have a 3/4 ton F250 and found that the OEM hitch is only rated to 5000 lbs unless you go to a WD setup, per the sticker. I could have got a new hitch rated for more, or a WD setup, but after asking the question here, I ended up with the WD. I really wish I had just got a higher rated hitch . WD's are a PITA, and just like you I now have to decide if I need to use it or not with my 10k trailer. My weight with tractor, implements and trailer was in the 8k range, FWIW. The truck has one rating. The hitch has another. And the two may not be in the same league, so check the hitch before you think about running this without WD.
Good luck, but it sounds like you are careful and experienced enough to avoid the common mistakes people make.
-Dave