20. The Quick and the Dead, “The Kid” (1995)
By ’95, DiCaprio was making noise as one of Hollywood’s rising young stars, and another screen effort the same year solidified that praise. However, The Quick and the Dead didn’t help matters, but also didn’t hinder his rise despite being part of a box-office flop. The western stars DiCaprio as a more-than-serviceable budding quick-draw shooter looking to impress the film?s antagonist, played by Gene Hackman.
Image Source: IMDb