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JD 3033R trailering issue

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I had a heavy duty tandem trailer custom built for my 1026r that had a long ramp which aided in overcoming the lack of height on the MMM. The bottom of the deck would still drag on the hinge but would load nonetheless, unless I picked a unloading spot to lessen the angle. Well wouldn't you know, I traded tractors and now my trailer is to small. I knew this was going to be an issue and have been looking at getting another built, but I want to make sure I am getting the right setup. I am concerned about dragging the new MMM on the new trailer so I have been trying friends trailers and they all are to steep. I have decided to get a sure enough 14K equipment trailer that will be 20' long(18' with a 2' dovetail) and 3' heavy duty spring assisted ramps. It will also have brakes on both axles and I pull it with a 2015 Chevy 2500HD, so I should be ok on stepping up on trailers. But, will it be enough to not drag the deck off? Any info is appreciated.

Also the reason I am going as long as I am, is because I want to be able to carry to tractor to the club to do plot maintenance and mow the yard and do basic work with the FEL, MMM, and LP1172 landplane and it all fit at once.

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