Chris Calloway (Adrien Brody) is a bartender in a trendy New Jersey restaurant as well as an aspiring playwright with a problem case of writers block. Unexpectedly he finds himself juggling a promising new relationship with fellow waitress/singer wannabe Jeannine (Elise Neal) while coming to terms with his ex Leslie (Lauryn Hill) as well as living his life with his co-workers, each with their own charming eccentricities.