Setting off on a road trip of discovery across the southern United States, aspiring singer-songwriter ISMAY leaves the isolated existence of the family farm in search of inspiration. Tracing the roots of music icon Lucinda Williams, ISMAY seeks out the people and places that highlight parts of Lucinda's early career. Interviews with Charlie Sexton, Mary Gauthier, Buddy Miller and others offer the aspiring singer-songwriter inspiration and guidance for an artistic journey.