Famed author and lecturer Charles Eastman (Ohiyesa) was raised in a traditional Dakota manner until age fifteen, when he entered Euro-American culture at his father's request. He spent the rest of his life moving between Native American and white American worlds, achieving renown but never financial security.

Pipestone Indian Training School—a boarding school in Pipestone, Minnesota, for Dakota and Ojibwe boys and girls—fielded popular and often successful student baseball teams from 1893 until the 1920s.

Since the first sawmill was built near Red Lake in 1856, the harvesting and processing of timber has been a significant part of the local economy. It has provided an enduring source of income for the Ojibwe living in the area that became the Red Lake Indian Reservation.