In a last-ditch effort to save the boutique publishing house her father has left her, an ambitious young editor goes on a book tour with a bitter, booze-addled author who put the publishing house on the map decades ago.
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Writer Harry Block draws inspiration from people he knows, and from events that happened to him, sometimes causing these people to become alienated from him as a result.
Writer Paul Benjamin is nearly hit by a bus when he leaves Auggie Wren's smoke shop. Stranger Rashid Cole saves his life, and soon middle-aged Paul tells homeless Rashid that he wouldn't mind a short-term housemate. Still grieving over his wife's murder, Paul is moved by both Rashid's quest to reconnect with his father and Auggie's discovery that a woman who might be his daughter is about to give birth.
Actress Reese Holden has been offered a small fortune by a book editor if she can secure for publication the love letters that her father, a reclusive novelist, wrote to her mother, who has since passed away. Returning to Michigan, Reese finds that an ex-grad student and a would-be musician have moved in with her father, who cares more about his new friends than he does about his own health and well-being.
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New York City writer Iris finds her comfortable, solitary life thrown into disarray after her closest friend and mentor bequeaths her a Great Dane named Apollo. The huge dog immediately creates practical problems for Iris, from furniture destruction to eviction notices, as well as more existential ones. Yet as Iris finds herself unexpectedly bonding with Apollo, she begins to come to terms with her past, and her own creative inner life.
When a self-destructive teenager is suspended from school and asked to look after his feisty alcoholic grandmother as a punishment, the crazy time they spend together turns his life around.