Gary Montgomery was looking towards a career in baseball, until he broke his arm in high school. He subsequently changed his focus towards art. Gary found traditional Indian painting techniques too limiting, as he was not interested in creating historically accurate paintings. Gary turned towards the naturalistic & representational paintings of "Romantic Realism". Gary says, "I paint the omens, legends & truths of the Native American in an environment of 100-150 years ago." Related to the Seminole medicine man Pete Miller, Gary attempts to express the spiritual nature of his subject. Gary works in oil, acrylics, pencil, pastel, charcoal & prints.
Gary has exhibited extensively at the Aspen/Snowmass Celebration for the American Indian (Aspen, CO), the American Indian Exposition (Anadarko, OK), the Colorado Indian Market (Denver, CO), the Heard Museum Guild Indian Fair & Market (Phoenix, AZ), the Philbrook Museum of Art (Tulsa, OK) & the Smithsonian Institution (Washington, D.C.). In 1992, Gary participated in the Franco-American Institute Exhibit in Rennes, France.
Gary has won numerous awards for his artwork at the American Indian & Cowboy Artists National Western Art Exhibition (San Dimas, CA), the Trail of Tears Art Show at the Cherokee National Museum (Tahlequah, OK), the Competitive Shows & Masters shows at the Five civilized Tribes Museum (Muskogee, OK), the Inter-Tribal Indian Ceremonials (Gallup, NM), the Red Earth Festival (Oklahoma City, OK) & the Seminole Nation Museum (Wewoka, OK).
Gary's artwork is featured in numerous private & public art collections, including the Cherokee National Museum (Tahlequah, OK), the Heard Museum (Phoenix, AZ) & the Smithsonian Institution (Washington, D.C.). In 1983, Gary was designated a Master Artist by the Five Civilized Tribes Museum (Muskogee, OK).