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Star Trek episode, Dave Eggers book, or Mountain Goats song?

It's a heartbreaking work of heretic pride where no one has gone before! Your mission is to identify each item as the title of an episode from the Star Trek universe (any series), a book by Gen-X literary darling Dave Eggers, or a song by the great allusionists of indie rock, The Mountain Goats.

appiahduffell • 5 months ago