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Lucy Stanbridge (Aubrey Plaza) has inherited her father's publishing house, but the ambitious would-be editor has nearly sunk it with failing titles. She discovers she is owed a book by Harris Shaw (Michael Caine), a reclusive, cantankerous, booze-addled author who originally put the company on the map decades earlier. In a last-ditch effort to save it, Lucy and Harris release his new book and embark on a tour from hell that changes them both in ways they didn't expect.