6 Clint Eastwood films the Hollywood legend considered his best

The four-time Oscar winner, Clint Eastwood, is one of the most popular directors and actors in Hollywood. Before becoming an actor, he worked many odd jobs, including as a lifeguard and a golf caddie. He later joined the film industry and gained recognition for his roles in projects like Rawhide and the Dollars Trilogy.

Now retired from Hollywood at the age of ninety-six, Eastwood has often talked about his long career, along with listing the films he considers among the best he has worked on.

Let's have a look at the films Clint Eastwood has described as the best of his career.

6 Clint Eastwood films the Oscar winner called his best

1) Bird (1988)

Bird (Image via YouTube/@Warner Bros. Rewind)

Directed by Clint Eastwood and written by Joel Oliansky, Bird stars Forest Whitaker, famous for Battlefield Earth and The Butler, in the lead role. The film follows the life of Charlie Parker, a jazz saxophonist, who was famously known as Charlie "Bird" Parker. It shows what led to Parker's fame and recognition amid his own struggles.

While speaking to AP, Eastwood revealed that he was interested in the project as he admired Parker's talent and wanted to explore the troubled side of his personality.

2) Letters from Iwo Jima (2006)

Letters from Iwo Jima (Image via YouTube/@Warner Bros. Rewind)

Letters from Iwo Jima is directed by Clint Eastwood and stars Ken Watanabe, Kazunari Ninomiya, Tsuyoshi Ihara, and Ryô Kase in the lead roles. The war film follows the story of Japanese soldiers battling on Iwo Jima, the Japanese Volcano Islands, during World War II. The film focuses on their sacrifices, struggles, and the difficult days they deal with while fighting with the American forces.

Eastwood considered the film one of his best works. While speaking to AP, he said he was interested in showing the audience what it was like for Japanese soldiers who went into battle knowing they might never see home again but still did not lose hope.

3) Million Dollar Baby (2004)

Million Dollar Baby (Image via YouTube/@Warner Bros. Entertainment)

Million Dollar Baby stars Hilary Swank, Clint Eastwood, and Morgan Freeman in the lead roles, with Eastwood also serving as the director. The film follows a woman's dream of pursuing boxing, and in the process, she develops a bond with her trailer.

While many consider this a film mainly revolving around boxing, Eastwood has reportedly revealed that it is a story about a father-daughter role, focusing on two people who find a new bond in each other that they had been missing in their lives.

4) Mystic River (2003)

Mystic River (Image via YouTube/@Warner Bros. Rewind)

Another famous Eastwood film, Mystic River, stars Sean Penn, Tim Robbins, Kevin Bacon, and Laurence Fishburne. The film follows the murder of a man's daughter, which leads to three childhood friends coming together and searching for the killer, revealing the past secrets as well.

Clint Eastwood, while talking to AP, revealed that he is connected with the film, as it shows how life can take tragic turns that people cannot always control or expect, and no matter how hard they try, sometimes they can't change the outcome.

5) The Outlaw Josey Wales (1976)

The Outlaw Josey Wales (Image via YouTube/@Warner Bros. Entertainment)

In the film The Outlaw Josey Wales, Clint Eastwood plays the character of Josey Wales, starring alongside Sondra Locke, who plays the character of Laura Lee. In the film, a Missouri farmer decides to take revenge after his family is killed during the Civil War.

The actor revealed to AP that the film shows the emotional impact of war while also telling a story about healing and moving forward by building a new family and finding a new goal.

6) Unforgiven (1992)

Unforgiven (Image via YouTube/@Warner Bros. Rewind)

Unforgiven stars Clint Eastwood as Bill Munny, a former gunslinger who comes out of retirement for one final mission with an old friend and a young gunman. Alongside him, viewers also see Gene Hackman, playing the role of Little Bill Daggett, and Morgan Freeman in the role of Ned Logan.

Clint Eastwood considered it one of his best films, as he liked how the characters were complex, with no clear heroes or villains, making the story feel more real and human.