That only matters if you’re “for hire”. I’m not aware of a single state or province where you can’t drive a 45 foot long tour bus RV towing a double car trailer on a regular license. You can legally b-train trailers in lots of places. Giant truck + huge trailer + cargo trailer full of quads and side by sides is totally kosher.

Edit: I can go buy a Ford F750 and drive it like a pickup truck if I want. The Hummer is not nearly the biggest vehicle a normal person can buy and drive