Loading/unloading on uneven ground

If I have 1/2" on either side when flat/level, doesn't that mean I'd have less than 1/" tilt for loading/unloading (at least the last ~2'). I have lots of room between the truck bed and jacks, but when I'm almost loaded, I am REALLY tight. I suppose with practice the ~2' where it's critical could be groomed prior to unload so no holes cause a catastrophe. I suppose hidden holes are an issue, but that could be a problem for jack points too. Actually, that sounds pretty scary (having a jack start sinking into a rodent hole).

FWIW, I just heard back from my friends and they will move a horse trailer so I can park in the gravel area. This is still something I'd been wondering about, so if people want to continue the discussion I'd love to hear more.