is a towering figure in the history of cinema. His groundbreaking performances as “The Man With No Name” in Sergio Leone’s Dollars Trilogy and as Harry Callahan in the Dirty Harry movie series effectively created the Spaghetti Western and neo-noir film genres. Meanwhile, his move behind the camera to the director’s chair has led to a succession of modern classics, including his Oscar-winning genre movies Unforgiven and Million Dollar Baby. Yet there’s more to Eastwood’s career than his headline big-hitters, such as the selection of his movies now free to watch on Amazon’s Prime Video showcases.
he’s made out to be. There’s also more to his understanding of cinema than the economy of words he’s famous for as a director. He’s a profoundly intelligent filmmaker, able to shape his characterizations and directions to the needs of whatever movie he’s working on. What’s more, he’s a rare example of an American actor but even better director who’s consistently demonstrated empathy with the plight of Native Americans, and who’s been willing to cross the artificial threshold separating Italian and Spanish-speaking filmmakers from Hollywood’s Anglo-American hegemony. Eastwood’s repertoire on Prime Video highlights these sides of his work.
Reel Injun isn’t a Clint Eastwood movie per se, but it illustrates Clint Eastwood’s pioneering role in the recharacterization of Native Americans in Hollywood cinema. Eastwood makes a brief appearance in the documentary to discuss working with Native American actors Chief Dan George, in his own 1976 masterpiece The Outlaw Josey Wales, and Adam Beach to portray the life of war hero Ira Hayes in Flags of Our Fathers.

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But the legendary Western actor and director is also in dozens of the movies that Reel Injun’s Cree-Canadian director Neil Diamond examines. Unlike John Wayne, Eastwood seldom took part in movies that propagated harmful and inaccurate stereotypes about Native Americans. Moreover, his fruitful working relationship with various tribal communities of North America is testament to his exceptional role in Hollywood breaking these stereotypes.
Don Siegal’s biographical thriller Escape from Alcatraz portrays a real-life 1962 escape from the notorious maximum-security prison on California’s Alcatraz Island. Eastwood plays the ingenious ringleader of the prison escape, Frank Morris, who’s forced to contend with the violent rapist and fellow inmate Wolf while befriending other prisoners who were unlucky to find themselves on the wrong side of the law.
Never mind The Shawshank Redemption, Escape from Alcatraz is the original and the best modern prison escape film.
For realism, suspense and a spectacular prison break, forget The Shawshank Redemption. Escape from Alcatraz is the original and the best modern prison escape film, with Eastwood showing his range as a performer by portraying trying to evade the heavy hand of the law.

Ennio is a glorious celebration of the great Italian film composer Ennio Morricone, much of which is narrated poetically by its subject. Eastwood features in short interview clips, to share his views on the innovations of Morricone’s soundtracks in genre filmmaking. It’s thanks to the composer that the most iconic image of Eastwood as an actor is the death stare of his greatest Western character, “The Man with No Name,” soundtracked by Morricone’s famous theme music laden with pan flutes in The Good, the Bad and the Ugly.
This documentary premiered at Venice Film Festival in 2021, but only became more widely available a year later. For this reason, it’s largely slipped under the radar. But it’s well worth watching, even if just for starring Eastwood shared by many of those involved in their production.

Starring Meryl Streep alongside Eastwood as its female lead, The Bridges of Madison County marked a significant change of pace for the actor-director when it was released in 1995. A heartfelt romance about a brief wartime encounter that stayed with Streep’s protagonist Francesca forever, the movie is different from anything Eastwood, who plays Francesca’s love interest Michael, has directed before or since.

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Streep and Eastwood give two of the best performances among any of the director’s movies. Their onscreen chemistry made The Bridges of Madison County a winner with critics and audiences alike. Fans of Clint Eastwood who want to see should start here.

On the other hand, surely Eastwood’s best movie available for free on Prime Video is a dispassionate Western about a stone-cold killer. Marking the start of his late-career renaissance both as an actor and a director, Unforgiven is a gripping philosophical exploration of what it means to be a hero in the Western sense. In this way, the movie is not only one of Eastwood’s best, but is arguably the one that defines his career more than any other. It explores the anti-hero personas he developed in his earlier years with fresh eyes, from the stance of a director as well as an actor.

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His protagonist, William Munny, is to provide for his family. The requisite saloon bar showdowns ensue, but are rendered in novel forms that manage to pay homage to classic Westerns while bringing something new to the genre. proves himself a master of the genre behind the camera as well as in front of it, in a movie John Ford at his best would have been proud to make.

Clint Eastwood
- May 31, 1930
- San Francisco, California, USA
- Gran Torino, Million Dollar Baby, The Good
- Actor, Director, Producer, Composer