All of the Iconic Roles Brad Pitt Almost Played

Once Upon a Time… in Hollywood Brad Pitt was almost the star of these massive movies. 

After a career filled with iconic performances, Pitt, turning 58 Dec. 18, finally took home his first-ever acting Oscar at the 2020 Oscars, winning Best Supporting Actor for his celebrated turn as Cliff Booth in Quentin Tarantino‘s Once Upon a Time…in Hollywood. 

This was the first film starring Pitt. Leonardo DiCaprioOne of Hollywood’s most recognizable leading men was. They worked together in an exciting onscreen collaboration. The two were actually close to appearing in a film hit together over a decade before Pitt decided to quit, believing that he was too old for the role. Yes, really. 

But it wasn’t the only time Pitt has almost starred in an iconic role that ultimately ended up going to another actor, as the superstar could’ve been the face of not one but TwoMajor action film franchises set in an alternate universe.