Fleishman Is in Trouble is a novel by Taffy Brodesser-Akner. The story follows Toby Fleishman, a 41-year-old man in New York City. Toby and his wife Rachel have recently separated and are in the process of divorce. Toby begins dating other women, but he feels lonely and struggles to adapt to his new life. The story also follows Toby's wife Rachel and his old friend Libby. The novel explores themes of marriage, loneliness, selfishness, responsibility, and misogyny.