Just my thoughts since you asked for input;
An 8800lb. trailer (gvw), 1729 for payload in the truck, 1100 lbs. for tongue (at gvw) and 100 lbs. for hitch leaving 529 for folks and stuff. Just the 2 of you - 300? 400? If you throw the bbq pit and a tool box in you may be over not to mention the other equipment you really need to carry with you.
The trailer has a carry capacity of 2149. IMO with 2 of you that number is more than you will hit. We carry about 1400 lbs. for 2 of us - but I carry a lot of stuff in the back of my truck and that is where your 1/2 ton fails you big time with that large of a trailer so you may actually be close. IMO, as I've stated before, at about 7k-7500 lbs. you will exceed the capability of a regular 1/2 ton - which yours is. All just speculation based on "speculative" numbers but knowing what I know now, it would be too close for me to mess with.
On the other hand...
, "time will tell" and "you are within the limits of the truck".?? How have you ascertained you are within the limits? IF towing overweight or in some compromised situation "time will tell" is probably accurate - make sure it doesn't "tell" you something you regret.