I think the worst that could happen is he could get in an accident with the unlicensed trailor. Even worse, get in a freak fatality with a trailor that's not licensed to be on the road.
What do you think the consequences would be for something like that?
My vote is to get some temp tags or do whatever is legal. It's not your trailor, it's your neck on the line, and push comes to shove this guy will just say he told you to tow it legally to him (Or he can say trailor was stolen?). If you're towing it with an insured vehicle (more than basic coverage), I would look into insuring the trailor or see what needs to be done for the short trip (you might already be covered with your existing insurance).
What happens if the trailor gets a blowout, flips itself and your vehicle over and totals your car/truck? Trailor falls off the vehicle goes through a car behind you windshield....
If it was your own trailor that's one thing, but that's too many what ifs.....you're already concerned about it enough to ask around about it
