Personally I would say that you should have a safe setup and if the combined is over 26,000 then go get a CDL with that setup. It's really not that big of a deal.
What is a big deal, and a-lot more work is being FHMCA compliant (DOT #'s and all the crap that goes with that). There's a lot of paperwork for that and its a bit time consuming.
I always think that if you're going to break the rules, don't do it with an obviously unsafe setup, like a 12,000# mini behind a 3/4 ton. If you look safe I don't think that you're a lot less likely to be pulled over.
UVM SBA 2012