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I once welded a hitch on back a normal two axle trailer and attached a tow dolly to that. I drove to GA with the intent of returning to Indiana with two 51 Cadillacs. I got them all loaded and took off. I never got close to the interstate, the last Caddy was wagging the middle trailer all over the place. I returned to the sellers home and dropped the caddy on the dolly and returned later to get it.
I can tell you that the rig in the photo was either set up for a funny pic or only driven a very short distance. I'd be willing to bet it would be white knuckle driving it anything over about 5 mph.
Way to much weight out back (even for a clever Canadian cousin!)
Oh, and I'd also bet there might have been Beer involved!
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[SIGPIC] Diesel loving autocrossing grandpa Architect. 08 Dodge 3/4 ton with Cummins & six speed; I have had about 35 benzes. I have a 39 Studebaker Coupe Express pickup in which I have had installed a 617 turbo and a five speed manual.  [SIGPIC]
..I also have a 427 Cobra replica with an aluminum chassis.
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