Georgia Department of Driver's Services has a Commercial Drive's Manual. Page 6 has a flow chart that shows the requirements to determine the class of the vehicle. Note that none of those requirements are dependent on how the truck is being used. It does not matter if you are pulling your boat to the lake to do some fishing or your excavator to a job site. There is an exception for RVs is most states but not all.
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IF that trailer is more than 5 tons you need a Class A CDL (That means IF it is capable of carrying a total of more than 5 tons even if it is empty)
Keep the truck under 26,000lbs and the trailer under 5 tons and you do not need a CDL (This is the total of what the truck is rated for) Some states will allow you to register your truck for less than the GCWR. I did this once with an International with a GCWR of 28K and I registered it for 26K and a Class C driver's license. I kept my weight to the registered weight and never had any issues.
When I registered my 1998 M1078 I just handed the young lady all the paper work I had and asked her what I needed. (I thought I already knew, but I wanted to see what she said) She said I did not need a CDL or air endorsement.
The state police here in Vermont have recently began targeting landscapers with 1 ton and 3/4 ton trucks pulling trailers rated at over 5 tons because most of these drivers do not have a Class A CDL.