Winston Sinclair Redhead was 21 when he was last seen in Winnipeg, Manitoba. He was from Shamattawa First Nation and had been in the city with plans to return home for the holidays. His brother last saw him on December 21, 1995; the final confirmed contact came on December 26, 1995, when staff at the Main Street Project said he told them he was heading back up north. No one heard from him after that.

Winston is described as an Indigenous male, 5 feet 11 inches tall, about 198 pounds, with black, wavy hair and brown eyes. He had scars on both knees, his left wrist, and his left forearm. His father reported him missing to the RCMP on January 19, 1996, after weeks without contact. Investigators have classified the disappearance as suspicious and have suspected foul play.