David Vandervelde started making music by playing guitar in a Michigan-based hardcore metal band called Fable (Derek James, Jonathan Kleyn) at the age of 14. Fable recorded 2 records ("Give Us the Night" and a split with Mara Akate) between 1998 and 2000. Soon after David's parents helped him buy some minimal recording equipment and he started recording acoustic music at home while attending Holland Christian High School in Holland, Michigan. His first official release was "Like Judas" appearing as track 1 on the third "Unsigned Bands" sampler by Velvet Blue Music. During this time David also recorded the first demos for Entrance in his parent's basement. These demos lead to Guy Blakeslee's (Entrance) first release on Tiger Style Records.
In 2003, David Vandervlede moved to Grand Rapids, Michigan where he recorded local bands and friends out of his basement studio at 1310 Bemis St. He recorded and played on Brie Stoner's demo for Fonic Records. After Fonic heard the demos, they signed Brie and wanted her to make a studio record with David Vandervelde and Jay Bennett (formerly of Wilco) at his Pieholden Studio in Chicago. This led to David Vandervelde and Jay Bennett developing a strong friendship and working relationship. Eventually David was invited to move to Chicago and assist Jay with recording bands as well as help on Jay's solo records. David Vandervelde Moved to Pieholden Studios in Chicago during early 2004.