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Jamie Wellerstein (Jeremy Jordan) is a young, talented Jewish novelist who falls in love with Cathy Hiatt (Anna Kendrick), a struggling actress. Their story is told almost entirely through songs using an intercutting timeline. All of Cathy’s songs begin at the end of their marriage and move backwards in time to the beginning of their love affair while Jamie’s songs start at the beginning of their affair and move forward to the end of their marriage. They meet in the centre when Jamie proposes.