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I think we don't like him because he just fantasized about being an /out/doorsman. He wasn't one though. Any real /out/doorsman knows that preparation is essential, and he didn't prepare. He was warned by several people not to try and survive where he did. He didn't have proper clothes, proper training, proper anything at all.
/Out/ doesn't like him because he was a punk kid with mental illness trying to be Dick Proenneke. He died because of it.