Maybe you could ask: Do you HAVE to use your own pickup and trailer?
Here’s what I did, when I needed to haul a combine: I rented an F350 truck, with a gooseneck hitch, from the one place in Kansas City that rented pickups that would allow you to tow with them. Enterprise has pickups, but doesn’t want/allow you to tow, but there was one place in town that would rent trucks that did allow towing.
Then I found a rental place that had a gooseneck trailer that would haul 10,000 pounds. Maybe it would haul more, I didn’t ask. Although they said the empty trailer weighed 4,000 pounds. It did have trailer brakes and the rental truck also had them.
My suggestion would be to Rent a truck and trailer, something with enough capacity to haul what you need.
Although what you're wanting to do, sounds like it weighs more than a combine.
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Today's Featured Article - Old Time Threshing - by Anthony West. A lovely harvest evening late September 1947, I was a school boy, like all school boys I loved harvest time. The golden corn ripens well and early, the stoking, stacking,.... the drawing in with the tractors and trailers and a few buck rakes thrown in, and possibly a heavy horse. It would be a great day for the collies and the terrier dogs, rats and mice would be at the bottom of the stacks so the dogs, would have a busy time hunting and killing, all the corn was gathered and ricked in what we c
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