The backing into your driveway i've seen it. will be worth the price of admission the first few trys, call me i will bring a lawn chair and beer!!
Luckly the hard part of the manuver is on the driver side so you have way better visibility. I used to back our trailer off a standard 2 lane rural street with huge ditches on both sides, the truck was a 300" WB with a 45' semi trailer into a widened driveway, and then 300 feet long as long as you can get over the one front wheel being in the ditch it's all good. Your driveway is not 90 deg to the road and that makes it way easer. You will want to paint a line on the driveway on the driver side so you can "Drive" the trailer wheels on it and not have to worry about hitting the retaining wall with the rear pass side of the trailer because you will have NO idea where it is. you will not be able to see ANYTHING on that side of the truck due to the turn, so a nice white line to follow would make it a breeze. I would be more worried about getting past the Fn tree in the middle of the road!!. OH and you will have to add to the gardners monthy bill to fix the guys grass across the street lol.
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