The songs that make up "Jump for Joy"—the sharpest and most autobiographical that Taylor has written under the Hiss name—read as a sort of epistolary, postcards between the present-day songwriter and his alias Michael Crow, a teenaged dreamer very much like Taylor himself, who trips his way through the 14 tunes that make up the record. In this way, "Jump for Joy" is a meditation on a life lived with art, and the ways that our hopes and dreams and decisions bump up against—and, with a little bit of luck, occasionally merge with—real life.