So do you have a class "A"? I get nothing but confused in terms of IL stance of trailers > 10k. I've heard numerous times towing a trailer with a GVWR tag > 10k requires a class A even if empty.

From the Sec State site:

CLASS A – Any combination of motor vehicles with a GCWR of 26,001 lbs. or more, providing that the vehicle being towed is in excess of 10,000 lbs. Does not include motorcycles or motor-driven cycles. (A CDL is generally required.)

CLASS B – Any single motor vehicle with a GVWR of 26,001 lbs. or more or any such vehicle towing another not in excess of 10,000 lbs. Does not include motorcycles or motor-driven cycles. (A CDL is generally required.)

CLASS C – Any motor vehicle with a GVWR of more than 16,000 lbs. but less than 26,001 lbs.; or any such vehicle towing another with a GVWR of 10,000 lbs. or less; or any such vehicle designed to carry 16 or more passengers, including the driver or hazardous materials that require placarding. Does not include motorcycles or motor-driven cycles.