Eric, the trailer is 7' wide in the box (102" overall width) so there is plenty of width. The bucket hangs over the tailgate as that is how the best balance comes out with the weight of my filled tires and counterweight. The counterweight sits right up against the front of the box, and there is almost enough room to have the bucket inside the trailer, but not quite. Anyway, the tractor is nice and secure and if was not for general safety and the law, I doubt that it would go anywhere if it were not secured.
It is one of those lower height type dumps that have the D rings in each corner of the box, and that is how I secure the tractor.
At the time I bought the dump, I also had a 20' equipment trailer, so I opted for the shorter dump trailer, shoulda woulda coulda have opted for the two foot longer dump trailer!
I sold the equipment trailer as I normally need to haul dirt or stuff and dump it. With the equipment trailer it was just a dead head trip to get the machine out there and then return for the dump trailer. The L seres is still not tall enough to load my little 5 yard dump so I do find myself using the pickup dump and dump trailer normally, with the larger dump truck to just move loads from the quarry.
Here is a pic of my other tow vehicle, the bigger dump truck, which despite irs age gets a fair amount of short trip use, at least until recently. That is about a 14k load of gravel in the box, and yes, even it at its age is a automatic, and that was the way it came from the factory (six speed Allison MT40)
David