Two things caught my attention from the OP.

First, if using a rigger in a crosswind, do everything in your power to have the cradle set and LOCKED at the far upwind side of the axle before rotating the wing to the leading edge down position. Why? Give you the longest arm for overturning moment. Longer axle might help, but not if you are in the middle of it or at the downwind end of it!

Second, you have a glider and no way to haul the trailer around yourself? You said you would have to rent or borrow a vehicle to move the trailer. This seems a bit off to me. But, a car is not required to roll a trailer a wing panel length and turn it 90 degrees so it is pointed into the wind. Then move it back into the tiedown spot after you have rigged or de-rigged. Yes, more work, but minimal risk for damage that way.

Just my observations. Hope you get your wing repaired quickly!

Steve Leonard