Funky driveway = towing concern. Looking for some advice.

We flipped our axle so that we could boondock in areas served by very rough forest roads -- it has worked very well for us. We go over ditches and rocks much worse than the ones shown in your photos, so you should be good to go.

Once you flip the axles, you will probably need a new drawbar in your hitch receiver -- the "drop" will change. This will mean, by the way, that the front of the A frame will be much less likely to drag.

Good luck!