You are talking about moving a 16' trailer with your Bad Boy?
Normally, at most they can handle a small garden utility trailer without too much strain. Pulling a "full-grown" 16' trailer is a big risk.
Evaluate the physics of the situation. "An object at rest remains at rest until acted upon by a greater force".
The initial "break away" strain will create a lot of heat for the wheel drive motors. If it has been sitting it has settled into the ground and that makes it a "dead pull" to move the trailer.
If you can break it loose initially with a truck or tactor that would be advised. Rolling weight is much easier to move than stuck "dead" weight.
Another factor is the tongue weight of the trailer. That will place a lot of down force on the drive axles that the machine is not designed to handle.
