With my old truck and first fifth wheel, I did hit the bed on the trailer once. It was in a Forest Service campground, with a VERY steep driveway where I had to turn pretty sharply to get into the spot. I was young and new to the RV, never made the same mistake again.
Before that trip, I actually took the truck and trailer into a National Forest road where I had to have the truck in 4-Low to go up the hills, didn't have trouble there either.
Older and wiser, I know better than to do that stuff now. A little common sense and experience go a long way.
2012 RAM 3500 Laramie Longhorn DRW CC 4x4 Max Tow, Cummins HO, 60 gallon RDS aux fuel tank, Reese 18k Elite hitch
2003 Dodge Ram 3500 QC SB 4x4 Cummins HO NV5600 with Smarty JR, Jacobs EB (sold)
2002 Gulf Stream Sea Hawk 29FRB with Honda EV6010