In this adaptation of the hit musical, The Last Five Years is a musical deconstruction of a love affair and a marriage taking place over a five year period. Jamie (Jordan), a young, talented up-and-coming Jewish novelist falls in love with Cathy (Kendrick), a Shiksa Goddess and struggling actress. Their story is told almost entirely through song. 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 center when Jamie proposes.