Funky driveway = towing concern. Looking for some advice.

Thanks for the suggestion Mickeyfan! As a total newbie I am not sure I would be able properly recreate the scene of the crime lol as I have zero point of reference in terms of how these tow and clearance of the vital organs. And you are spot on...the tail is also a concern. Funny thing is, there may not be a problem here at all but I have no way of knowing until we potentially get stuck between our two ponds. Yikes!