Glad i found this thread.
Tried towing for the first time, a UHaul 4'X9' open trailer (UHaul calls is Motorcycle trailer).
Spent about an hour trying to setup the Tow Assist feature, but no luck. Followed the directions in the video and all, tried placing the three-dot sticker different places but the box never turned green. Performed the setup procedure with Goods, General, car, bot options in the list, but to no avail.
Also, I never got that prompt: "Has a trailer been connected? Yes/No?" All my electrics (turn signals, tail lights, brake lights etc) on the trailer all worked fine. The trailer came with a flat type 4-way connecter so thats what I connected to my truck.
The orange box on my MY16 is also on the left side of the screen (a smaller darker orange box within a bigger and more transparent orange box).
Really wanted this thing to work but it was getting late so decided to proceed without the setup. Moving process took a little longer than anticipated, missed the storage facility closing time, so ended up bringing the trailer home. Tried backing up the train into my narrow driveway but being a newbie, couldn't do it. Parking on my street was pretty full. Thats the time I really realized and wished that this Tow Assist feature had worked for me. Luckily a car or two pulled out clearing a large space on the curbside and I was able to semi-parallal park on the street, but took me forever of forward and reversing.
The Hitch Assist feature gives me also a yellow line with a red ball but this graphics red ball is a bit off from the actual hitch ball, and my zoom feature also does not activate when I get close to the trailer hitch.