For hard ground, where the feet won't dig in, and could cause the ladder to splay out and the use to fall, I made a really fancy device. The attachment on the one side is a fixed length friction device borrowed from sailing. The other side has a specialty adjustable friction device grabbing end...
16' is useful with a rope in the tree. I've stood on top of it. Line tight. Its kinda fun.
Otherwise, you want a clear landing zone, but moreso, a strong guy holding it.
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