Have you figured it out yet? I'll throw in my 2 cents worth.
I'm somewhat in the same boat, and have done what you're talking about in the past, so I'll give 2 different perspectives. I am in the process of buying a Cub Cadet 7305 w/FEL & BH. I'm figuring total weight of 4700 lbs. I own an 18' 10K car hauler trailer....all steel, flat deck with rear stabilizers and drop deck that I picked up for $1900. I just wanted to have it, to move cars, or my new Cub, and have used it to move my Cub 1782 with FEL and Box blade (about 1500 lbs.)
I also have a 6-cylinder SUV...a 4 runner....with the 3500 LB load it pulled it OK (w/o extra brakes) but I also haven't hauled it long distances and did take it very easy. I'm seriously doubting the 4runner will be able to haul 6800 lbs (over rated max), and my other truck (1980 Scout w/nissan diesel) will barely get out of it's own way. It's got lots of low-end torque, but towing a load - uh uh. I did hook it up to my trailer and 1782 for a test run, I think it took me about 5 minutes to get to 60 MPH.
Sorry, I digress. Now I'm using a buddy's new Powerstroke to pick up the Cub 7305, absolutely no problem there....which is why I'm considering a Powerstroke for myself.
To the second half....I've used Uhaul trucks on several moves....and have put my Scout in the back on a couple. I THINK you should be able to move the CUT in a box truck...I would use the FEL against the front of the truck, displacing the load across the loader....and chock the back wheels with big rubber chocks for a steel floor, or nail down wood chocks for a wood floor. Your friend is right, there are no suitable tiedowns for vehicles/tractors. I traveled from FL to WA with no problems. Of course, I also had the rest of the van packed to the gills, which held everything in place. NOTE; no sudden starts or stops, especially on a hill! I did this, and heard a big bang....the scout hit the back door and put a nice dent in the door. Of course, I didn't have it chocked down, on a steel floor....big dummy.
Lastly, my little trick for loading/unloading....find a hill/slope somewhere around where you're loading/unloading....I searched around a little, found a little slope...used double 2X12's....no problems! I guess the frequency/distance you'll be moving your equipment would dictate renting/buying....also, Uhaul has the drop-down deck which gets the deck real close to the ground...and rent a diesel, which gets twice or 3 times the mileage of a gas truck.

Hope this helps....Happy New Year!!
Frank

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