One trailer experience that I had to deal with was lack of clearance on my jeep hauling car trailer. It is a wood planked, minimalist, 14'x7', 7K pound max, flatbed weighing in at 1100 pounds. I kept dragging the tongue or tail on dirt roads and going into abrupt gas station driveways.
Since the trailer had spring under leaf springs/equalizers the solution was to convert the suspension into a springs-over-axle format. It was a simple and fast process. The axle was square, so the springs-over was a snap: no new spring pads needed. Just reverse the u-bolts. It took two high lift jacks, two floor jacks, and four tall jack stands on 8x12's to get the bed hanging in space, momentarily. Disconnect one end of the leaf springs to release the axles. I gained about 3.5 inches of lift, which also gave me more space inside the fenders for larger tires, if needed be. I haven't dragged tail since.
For jeep use, I leave the ramps at home and have installed two, crank up/down, pivoting, 2 ton trailer jacks on the side/rear and just lower the jacks to the ground and drive the jeep off and on using the ARB air lockers and 130:1 crawl.
Actually that was then and this is now. I'm selling my beloved Scrambler and the car trailer goes with it. See Reno/Tahoe C.L. for details.
I can't see why an SOA lift wouldn't work on an enclosed trailer if you want to make the dragging and screeching go away.
jefe