In early 2004, Dion began writing and rehearsing original material with guitarist Daniel Hindman, keyboardist Pat Firth, and bassist Brian Killeen.

Their first performance date was at the Sarah Street Bar and Grill on February 4, 2004 in Stoudsburg, PA. At the time, the focus of the group was based loosely on songwriting and heavily on improvisation because of the lack of original material.

Shortly after, vocalists Sarah Versprille and Justin Wade joined the group to help fill out the missing vocal harmonies in the developing songs of the band.

[citation needed] The band continued to perform in the New York City area as well as travel throughout the East Coast opening for the likes of Buddy Guy, Los Lonely Boys, Eric Johnson, Spyro Gyra, and Cowboy Mouth.

Josh Dion Band officially performed their last show on December 31, 2008 as part of a New Year's Eve celebration at the Bitter End in New York City.