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I would pull it assuming you find a route with mostly 2ndary roads & avoiding urban stretches. You should not go over 30 mph. You might end up going 45, but I would not go faster than that. You want the wheel bearings greased, check them for heat after 5-10 miles. You would want a jack, wrench, and spare wheel/tire along, check the dishing on a standard 6 bolt implement rim should probably be right. They have no suspension, so the faster you go the more punishment the rubber takes, and often aren't in new condition to begin with..... The hitch should swing over to transport position, and the tighter the hitch is (back & forth) in all the linkages & even the pin size onto your hitch, the less 'wobbles' you will have & smoother it will tow - better you can make that, the easier it will tow. Longer wheelbased implements work better also, but not much you can do about that. For a trailer, you generally need to ramp or lift it on sideways, and remove the hitch. In farm states like yours & mine most any farm implement can be towed if you stay slow & proceed with reason, but once on a trailer you have to follow DOT a lot more, proper tie-downs, no wider than 10 or even 8 feet, etc.... With good rubber & good wheel bearings on rural roads, towing will be the simplest. Oh, with a 1/2 ton or bigger pickup. --->Paul
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