A couple additional thoughts on trailering.
I don't know what the average competency is of drivers you share the road with in your location; however, back here....not so good....average earthlings here drive like crap. Tailgate...run red lights...switch lanes...cut people off...wear out their thumbs on their devices....wear out their middle fingers communicating...speed.....have no apparent understanding of the laws of physics or the traffic laws. I guess some of them drink and blow dope to get in the mood for driving. We can do a flawless job of driving & trailering and there are people out there we share the road with who don't give a rat's elbow. IMHO....there is a risk in trailering....it's not zero.
A good thing to check & be sure of. Is the aircraft insured when transported in a trailer on the road?. It would have to be either your aircraft insurer; or, your auto insurer. I am pretty sure there are exclusions on some policies. Some policies have riders that must be in place to have coverage for situations like this. If there is a wreck and your airplane is excluded because of language in your policy......that's a lot of value to kiss goodby if it gets crashed on the road.
I know people vary in their risk tolerance and risk exposure, however, might be good to know this and make an educated decision rather than not know and try to figure out what to do if there is an OOPS!
Sincerely,
Dave S