1989 Saskatchewan Roughriders season Tags: National Football League Season.The 1989 Saskatchewan Roughriders season was the 80th in franchise history. Despite a 9–9 regular season record the Roughriders ended their season as Grey Cup champions. It was Saskatchewan’s first championship in 23 years. coach John Gregory (American football coach) team Saskatchewan Roughriders year 1989-01-01T00:00:00+02:00 Learn more... Loading...