A common LEGAL set up around here is a truck at 11,000 or 12,000 and a trailer at 14,000 or so, but less than 26,000 combined. Also common is guys hoping not to get caught being over. I have had a few rigs with a 26,000 truck and a 10,000 trailer. Also did the 12k/14k thing for a good while.
What brings a truck/trailer combo into CDL territory is the combined being over 26,000 (if either truck or trailer is over 10,000). But a 26,000 truck can legally tow a 10,000 trailer under CDL. Crazy that you can be 36,000 combined and under CDL!
That Hitachi ZX26 looks sweet and I think you would be very pleased with it. I ran a Bobcat E26 out of a dump trailer setup for 5 or 6 years and don’t regret one second. I did extend the tines of the hydraulic thumb by about 6” to get a better hold on larger diameter pieces. That mod was a quantum leap in capability for that little machine. An affordable dangle grapple is also a complete game changer for managing brush, logs and feeding a chipper, and I would strongly recommend you ask the dealer if the machine can be ordered with a second aux circuit to serve the rotate function. That also is worth every red cent.