Heaven's Gate (1980)
Budget: $44 million (about $122.5 million today)
Box office: $3.5 million (domestic, about $9.7 million today)
Estimated loss: $121 million (adjusted for inflation)
Why it bombed: The sweeping, two-and-a-half-hour Western failed on every front, nearly taking United Artists down with it. With time, critics have emerged from the woodwork to defend it, but the film's impact on studios' indulgence of green directors, the Western genre (see: The Lone Ranger et al.), and treatment of animals on set cast a long shadow from which it took decades to emerge…assuming Hollywood has at all indeed.