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sektor2111 wrote:My point is toward which items spawn where and never in the same way....

I understand that, but from what I understood from you, you also want to target maps with insufficient pathing, and figure out the paths during gameplay as the player walks around the map.

What I am trying to say is that this "pathing" information can be cached into a file, so when the map loads the next time, you already have some information about the possible paths of that map.
From there, you're free to use that information however you want, including randomizing item placement or anything else.