You are not required to have commercial plates for farm use. This means hauling ag products. If you are hauling your skid steer to your other property 80 miles away to work on said property, that is not ag. I was ticketed for hauling 3 snowmobiles on my ag licensed trailer a number of years ago. We were traveling to look at a timber sale which is classified as ag but we got the ticket anyway. The officer said to tell it to the judge. For a $75.00 fine its hard to justify losing $500.00 to try to win a case over $75.00 even if you feel you are right. I put regular plates on my 12,000 lb. trailer and they turned out to be cheaper by $3.00. You are not going to haul much of a skid steer on a gooseneck and stay under 26,000 gross. You will still be subject to inspections, etc, with your farm plates. I recommend you get you CDL, put regular plates on your vehicle and trailer, and be hassle free. You can take your CDL test with your gooseneck. It will license you up to that size rig. No air brake indorsement required. Put not for hire stickers on your truck and trailer and you will normally be left alone. Your farm plates are only good for 150 miles radius unless they changed it recently. Unless you have farm plates on both the truck and trailer you are technically by law still not exempt from anything. Do you take your truck very far from home? As you are not for hire you can get a medical exemption on your CDL. I have one. Just go to the DMV office and have them punch it into the computer. If it doesn't go thru try again the next day. The MN DMV computer system is a mess. That's what the gals at Moose Lake told me. My medical card exemption went thru on the first try. You can still haul your own stuff with the medical exemption as long as you are not hauling it to do paid work. Another thing folks are getting wrote up on is being under insured. Make sure your insurance policy covers the total weight of truck, trailer, and load you will carry. They have been ticketing overweight log trucks that are insured for the legal weight for under insurance. Cost more than the overweight fine in many cases. You will be way cheaper and no worries to just do it right.