Absolutely!
I already sent one hitch and the frame extender to the scrap yard. I also had to untweek the bends in the rear frame. This is from unloading the rear of the trailer as we delivered items and this caused the tongue weight get too high on bad road.
Bumper pull is limited to 10,000 LBS with the trailer weight and that is ignoring the engine. (I recall 11,000 LBS for the 454 and a 5th was the largest weight rating I could find anywhere for this body style.) The weakest rated component like the 5000 LB ball or 7500 LBS hitch is your actual limit.
http://www.campinglife.com/tow-ratings-database/
A 2005 Duramax is only rated to 12,000 LBS trailer and 22,000 GCWR. (12,000 LBS trailer and 23,500 GCWR 1 ton)
You need a bigger truck to do the job. I suggest you look at renting one and some places even sell you the rented truck should this venture be profitable for you.
Flip the truck, trailer, and dozer after something breaks towing it. Assuming no one gets hurt you are still out of business, out of a truck, trailer, and the dozer...