In 1996, Greyeyes portrayed Crazy Horse in the television film Crazy Horse. In 2018, Greyeyes portrayed Sitting Bull in Woman Walks Ahead to critical acclaim. He has also had TV roles on Fear the Walking Dead, True Detective and I Know This Much Is True. In 2021–2022, he had a main role in the sitcom Rutherford Falls. He won the Canadian Screen Award for Best Actor at the 9th Canadian Screen Awards in 2021, for his performance in the zombie film Blood Quantum.
Born in Saskatchewan, Greyeyes is Plains Cree from the Muskeg Lake First Nation. His father was from the Muskeg Lake First Nation and his mother was from the Sweetgrass First Nation, both located in Saskatchewan. Greyeyes started his performance career as a dancer. He is a graduate of The National Ballet School in 1984. He became an apprentice with The National Ballet of Canada before joining the company as a Corps de Ballet member in 1987.
After three years, he moved to New York City in 1990 to join the company of modern dance choreographer Eliot Feld. Greyeyes performed in many of Feld's seminal works, including Intermezzo, Skara Brae, and The Jig is Up. He performed in roles created for him in such ballets as Common Ground and Bloom's Wake. After years of also working as an actor, Greyeyes later completed his master's degree in Fine Arts at the School of Theatre and Dance at Kent State University and graduated in May 2003.

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