Trained in the Suzuki method from the age of four, Bird graduated from Lake Forest High School in 1991 and Northwestern University with a bachelor's degree in violin performance in 1996. That same year he self-released his first solo album, "Music of Hair". Vastly different from his later work, this album showcased his violin skills and paid tribute to his fascination with both American and European folk traditions, as well as jazz and blues. Following this, his initial commercial exposure came through collaborative work with the band Squirrel Nut Zippers, appearing on three of their albums ("Hot", "Sold Out", and "Perennial Favorites") between 1996 and 1998.