my friends is on a hill with a drain about half way up because a little water doesnt matter. The drain is about a foot or two under ground and comes out about 20ft down-hill. They dont have any retaining walls b/c you dont really need straight vertical walls cuz you arent fully depressing the tramp right on the edges. Finally, they have a wooden deck about 2 feet around it that is flush with the edge of the tramp which makes it pretty fun to do tricks onto as long as you land them.
PM me if you have anymore questions.