This article presents a dialogue on twentieth-century Oklahoma artists and writers given at a conference titled "Working from Community: American Indian Art and Literature in a Historical and Cultural Context" and held in the summer of 2003 at Evergreen State College in Olympia, Washington. Twenty-five educators converged for six weeks of intensive study of American Indian art and literature to further more thoughtful scholarship on indigenous culture and to encourage teaching strategies that might integrate native topics into general courses on art and literature. The dialogue explored the shared subject matter of a select group of twentieth-century Oklahoma artists and writers, uniting the divide between the visual arts and literature for a more comprehensive perspective while revisiting the pervasive question of the connection between artist, home, and place. The five themes of travel, loss, memory, transformation, and dance were chosen as the organizing categories for discussion. (Contains 13 figures.)