Dear Jackie is a cinematic letter to Jackie Robinson, the first Black man to play in Major League Baseball, after a stint with the minor-league Montreal Royals, and a key contributor to the civil rights movement in the United States. When, 1946, Jackie broke the colour barrier in Major League Baseball, the impossible seemed possible in a segregated North America. But did Montréalers use this historic moment to perpetuate a myth of a post-racial society? The film addresses Robinson directly and recounts the current situation of the Black community in Little Burgundy, once known as the “Harlem of the North,” drawing interesting parallels between the two eras. Through eloquent interviews, testimonies, and powerful verité moments in black and white, Dear Jackie paints a portrait of racism and racial inequality in Montreal and Quebec as a whole. The film unfolds as an intimate correspondence, presenting a unique historical and social perspective that deconstructs the myth of a post-racial society.