Funky driveway = towing concern. Looking for some advice.

You probably have this all figured out, but if you use 2x6 boards, be sure to put something under the middle of the span so that the weight of the trailer does not crack the boards. I had this happen once in the desert, when we went across a little ditch. No damage, but it was a bit of a hassle. Let's just say it was a learning experience . . . .