A founding member of the Brown County Art Gallery Association, Dale Bessire was a native of Indianapolis and studied at the John Herron Art Institute. He studied business at the University of Chicago and moved to Nashville, Indiana in 1914 where he became known as the artist farmer. He was successful both at running an orchard and pursuing an art career, primarily as a landscape painter. He exhibited at the Hoosier Salon and the Chicago Gallery Association.
The Brown County Art Colony was formed in the early 1900s by artists who were attracted by the undisturbed picturesque landscape known as Peaceful Valley. T.C. Steele was the first to become a resident of the county when he purchased 200 acres near Belmont. Adolph Shulz is considered to be the founder of the Brown County Art Colony. He began visiting Brown County in 1908 and in 1917 became a permanent resident. Both Adolph Shulz and T.C. Steele influenced other artists and many began building cabins and moving to the area. Will Vawter and Gustave Baumann were among the first to make Brown County their home. Other artists such as Charles Dahlgreen, Lucie Hartrath, and L.O. Griffith came from Chicago and by the early 1930s there were at least eighteen artists with permanent homes in Brown County. Artists such as C. Curry Bohm, Edward K. Williams, Ada Walter Shulz, Carl Graf, V.J. Cariani, Gustav Baumann, Will Vawter, Dale Bessire, Georges LaChance, Marie Goth, Leota Loop, Adam Emory Albright, Olive Rush, and Alexis Fournier flourished and created the Brown County Art Colony nearly 100 years ago.