The only problem with backwards-mounting it on the dolly is that 60% of the weight should be at the front of any trailer (or ahead of the trailer axle), for safer hauling and less-likelihood of trailer sway. I appreciate the suggestion, but I think playing it safe means mounting it front first and disconnecting the driveshaft (I'll bring wire and straps to tie it to the frame).
The difference though is that a trailer weighs much more than a dolly, so opting for a dolly will keep my Dakota happier. Not like I'm hauling an RV, but I won't be winning any races since with OD disengaged the engine starts revving up over 55mph. Like mentioned above, the engine and trans are shared from a Ram of the same year, so I got a good powerplant and powertrain already. The frame and brakes were my only concern. The owner's manual (yes I have the original paper manual) states the V8 Dakota can handle 8000-8800lbs gross combined weight (the truck comes in under 4000lbs so with a 72 Demon on a tow dolly I'm in business). I just changed out the front brakes within the last year and they're all around solid (and I'll just keep in low underdrive to help control my speed going down). And again I'd be making the biggest climb with an empty trailer so if I take the return trip slow I'm good. I at least punched in the numbers on uhaul's site and they can allow this combo (with this long of a trip I'd get charged for a 2 day rental, lol any chance I could borrow your dolly for a bit cheaper Pentastar?).