As the question whether the men will have land is bandied back and forth, does Steinbeck set up the expectation that their dream will end in sucess or failure?
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Steinbeck sets up the hope that the men will fulfill their dream, but I don't think that we as readers ever believe it. Thus, in my opinion, the men who've been let down over and over again won't get the dream because it's exactly that.... a dream.
Of Mice and Men