Let's get creative, no CDL...

The 10,000 lb trailer rule is only relevant if you have a california license.
Everywhere else is the gcwr rule, under 26,000 lbs combined rating doesn't need a cdl.

Your best bet is a dually and a 3 car wedge whos total combined rating is 26,000 lbs. If you want to be longer than 65 ft total you need a chassis cab and then you can pull a longer trailer. Or you can get a wedge with flipout extension ramps.

A 3 car wedge trailer is around 6000 lbs empty +/- 500 lbs. An empty dually is around 9000 lbs +/- 500 lbs. You will have only about 10,000 lbs of usable load.

Checkout Tow Piglet on youtube, he explains these laws.

 

Good explanation

 

With my old 1 ton (2001 Ram 3500) I ran without CDL and was legal. Truck was rated for 10,500 and trailer has a 14,000 rating even though it has 3x7000lbs axles. So gcwr of truck and trailer was 24,500. Rolled thru a scale in Oregon at 25,900 and of course got red lighted. After some discussion why I didn’t have a CDL , no Oregon trip permit or cab card I was on my way without any tickets or out of service. I’m speaking from experience. Yes yeah can run this way and I did for over a 100k miles and made some good money. If you happen to be over the 26k mark just make sure your not willingly going into a scale
Recently bought a new dodge and it’s rated at 14k so had to go get my CDL. On a side note, still have the old dodge and the down rated trailer I’d be willing to sell.

 

look At “take 3” trailers. They’re light and should get the weight rating you are looking for

 

I use to live in North Carolina and have spoken to NC Commercial Enforcement State Trooper regarding trailer weight limits with CDL requirements.

Regardless if you are empty or loaded, if the trailer is rated for more than 10k, you will need commercial class A license even if your gross for trailer and truck will be less than 26k pounds. Call the troopers if you want another opinion.

Every state have different requirements but NC and CA has some of the more strict requirements on trailer not to be rated over 10k for non cdl. If you do not live in NC, you can pass through the state without a CDL pulling a trailer heavier than 10k.

 

This kinds of mis information is why DOT loves to pull over 1 Ton pickup.

 

California is the only state that requires a CDL based on trailer weight alone. Every other state it's trailer weight rating + GCWR

Here is a PDF of their CDL manual that on page 11 that shows the CDL flowchart. The enforcement person you talked to was wrong. (Or it's changed since then)
https://www.ncdot.gov/dmv/license-i...rivers/Documents/commercial-driver-manual.pdf

 

Class C license description quoted off the NC dot/dmv website:

DescriptionRequired to operate any single vehicle that:

• Is not carrying hazardous material in quantities required to be placarded
• Is designed to carry no more than 15 passengers, including the driver
• Has a gross vehicle weight rating of less than 26,001 pounds
• Tows a vehicle that has a combined gross vehicle weight rating of less than 26,001 pounds
• Is operated by a driver at least 18 years old

Most drivers need only a Regular Class C license to operate personal automobiles and small trucks