Ok I have noticed a few things on this thread, there are a few items people have missed, that are pretty important. .
There is what Can I tow... . and what can I tow saftly...
Others have said they have towed a 86K semi

great the truck can move a 86K lbs rolling mass
Most mention between 10K - 12K trailers, I imagine average for the bigger tow haulers.
#1 there is the ability to stop whatever your towing, Obviously the truck towing the 86K semi, didnt' stop it, just moved it. A 12K trailer towed 500 miles a year is not going to waste a set of brakes on our pickups quickly.
#2 The rating on a hitch has a safty factor allready built in, so if you have a 10K hitch, in therory you can tow 10K on that hitch saftly until it wears out.
Personall experiance,
Dodge is pretty lacking on stickers or raitings when it come to my truck a 06 4x4 Dully, No where on my truck does it say What the factory hitch is rated for. I thought it was 12K but in some research I found that it is more then lickly only 10K.
Well Im in construction and tow a 14K - 15K load all the time, at about 18,000 miles I started to notice the reciever pitching down as if the trailer was slowly ripping it off of the truck, And in reality I think it was. I stopped by Tourque lift, and had them install a Super hitch reciever. Basilcy it is a double shanked " 2 X 2inch recievers" setup on the truck, I also had them build me a double shanked hitch reciever, think of a hitch that uses Both 2 2" holes in the hitch reciever

So now I have a hitch seutp that is rated to 15K lbs on the hitch ball,,, that is the truck side "Hitch" reciever, double shank in my case, and I used a 30K balll. IF I want to buy the Tow Beast recever head, and use the equilzer they will rate me to 17K lbs Oo.
So far so good, I have check it regullary.
Now in regards to stopping, From experiance electric brakes on 7K and 6K axles SUCK, dont' kid your self there the cheapest things out there... . I hate them.
I installed a exhaust brake, and downshift whenever possiable, and drive consurvetly and Im now at 50K miles. So far so good right ... um well Im not sure.....
I feel as if the truck can handle it, but if I had an emergency situation I'm not so sure I could stop fast enough, so the choice is yours, just be safey what ever you tow.
For referance truck weight about 9K with tools, fuel ETC total accross the scales is between 24K - 25K depending on which machine, tool , combinations I have. I'm Licenced for 26K lbs and just stay a smige under.
A better situation for me would be to use a Goosneck trailer, the only issue is with the extra trailer weight, I wouldn't gain a lot of capasity, going from a 14K trailer that weight 3. 5 to 4K about 10K capasity to a 20K rated trailer that weight 6K or about 13K capasity. I am pretty sure the same load would go over the 26K point hauling the same equipment, therefor requiring a CDL and more licencing on the truck, I have been told the brakes on a 10K axle are far superiour to the 7K axle brakes I have curently. In the end I will have spent another $10K on the trailer, should have better brakes on the trailer, weight more, but might feel more comfortable going down the road.

Or I could just buy a bigger truck

Oo.