Something that hasn't come out yet. We don't know the payload of the TV or the TT. If he is using a 1/2 truck to tow a 9500# boat/trailer with a toung weight of 800#, and he puts another 200# in the bed plus driver and other items...he is over loading the TV in the first place. Your biggest problem I see at this time is the undue stress and wear and tear on your TV. The AS should be an easier pull than your boat. With that said...
I have two TT's. One is an older Coachman that weights in at a light 7500# dry. I have a F-250 HD w/1.5 ton supension. I use the WD with that. It keeps the weight evenly distributed. I only drop 1" without, but the idea is to keep the travel trailer and the tow vehichle level, at a normal ride height. You also want to keep each axle within the individual rating. You can find that in your owners manual.
Now, I like the reese hitch, that is what I have, but the Hensley looks nice, but it also has a nice price tag.
My vote is to have WD on the AS. Can't hurt and might help. Might also make your truck last a little longer.
Genuis has limitations, stupidity has none.