Not sure what the dolly looks like but I suspect it might get stuck in the sand on the way out and the angle of the slope would probably push it down into my other neighbors yard straight thru my back yard wall on the way in. The 5W weighs about 11k lbs max.
I'm pretty sure that kind of dolly is meant for flat, hard and level areas. I can't imagine the disaster my yard would create for it, but thanks for the input.
At times I have had to go into 4WD to get up and out of the back yard due to the loose sand but mild incline.