Woon-A-Tai and his fraternal twin Mi’De Xxavier were born in Toronto. Born D'Pharaoh Miskwaatez Loescher McKay (Mahkaai) Woon-A-Tai, his names reflect his Oji-Cree Anishinaabe, Chinese Guyanese, and German heritage. A black belt in Shotokan karate, he is the grandson of the notable Shotokan instructor Frank Woon-A-Tai. His paternal grandfather is Dr. Alex McKay, who was the Anishinaabemowin language professor and an integral part of the Indigenous Studies department at the University of Toronto.
Woon-A-Tai alongside three (of what would eventually become five) siblings grew up in the Esplanade neighbourhood of Toronto and visited their paternal family in the Kitchenuhmaykoosib Inninuwug First Nation at the weekends. He attended Nelson Mandela Park Public School.
Woon-A-Tai began his career with a recurring role as Chase Whaley in season 1 of the 2018 Family Channel series Holly Hobbie. In 2019, Woon-A-Tai played Tom Longboat in a two-episode arc of Murdoch Mysteries season 12. He made guest appearances as Lucky in Creeped Out and Mikey in Tribal.

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