My thoughts on the OP:
I have read many threads about truck and trailer options where people warn of going over 26k truck and 10K trailer would require getting a CDL license.
This is true. Many a thread.
But you only need a CDL if you use your truck for comercial reasons.
There's no way this is true 100% of the time, but most casual homeowners don't have rigs capable of a GCWR of over 26k lbs.
At Ford, for example, only a:
---2WD Diesel F350 with 4.30 gears and TowBoss package
---2WD Diesel F450 with 4.30 gears
---or 4WD Diesel F450 with 4.30 gears and TowBoss package
and are capable of cresting 26,000# GCWR. These types of combinations are probably not anything any dealer would stock, so we're talking about special order vehicles that someone would wait 2 months to have delivered. We're not talking about your neighbor's F250 here.
Given that you need to REALLY TRY to get a truck rated to a GCWR of over 26k lbs, this is not a problem that all but a very select few of us would have a problem with, if even that.
If this was not true you would need to carry a DOT medical certificate every time your combined truck trailer weight was over 10K.
Not quite right. 10k isn't the number up for discussion, 26k is.
Nobody would disagree that a Honda Highlander pulling a single axle 5k trailer and 2CY of mulch should not be at risk being pulled over for a CDL violation.
However a guy in an F450 with a 14,000# rated deck-over dovetail with a skidsteer, a mini-ex, and a bunch of attachments should have his ducks in a row before taking to the Interstate system.
All the private owner needs to do is not overload your truck/trailer and legally you should be fine.
This is probably a 100% true statement. If the above F450 example is a private guy taking his personal equipment in for service, the equipment is properly lashed with chain, and all is within the capacities of both truck and trailer, I see it as a perfectly legal example no matter where you are.
However, I'd say the wandering po-po would pull this guy over looking for a CDL violation before he'd pull me over in my "pedestrian" vehicle with a clearly under-loaded trailer.
These are federal regs so they should not vary from state to state.
This is NOT true. The regulations vary from state to state and what works in VA may not work in NC. I'd take the 2 hours to research each state you plan on visiting if towing a long distance and make sure I'm compliant in each. I'd probably go so far as to print the relevent code sections and have them available in case I'm pulled over. Even if I'm wrong (because of the above example of the poorly updated codes), I've done my homework...that'd buy a great deal of favor with an officer, I'd think.