No offense but this sounds like a clusterfuck in motion. Depending on the height and the type of soil he's dealing with there's a possiblity he's going to need some serious earth moving, deadheads (no not music fans) and proper drainage.
Doing something like this yourself without getting well educated could lead to making the problem worse as well as injury.
Is there anyway to get a professional to at least lay out a plan of attack? Might be able to get someone knowledgeable to survey the situation and give advice without paying for all the labor etc... Thus allowing him to attack the problem more logically.
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