With the Oscars just around the corner, there’s no better time to revisit some of the greatest performances by one of Hollywood’s most enduring stars: Brad Pitt. Whether he’s playing a gritty anti-hero, a charming rogue, or a deeply complex character, Pitt has consistently delivered memorable performances across a wide range of genres. Here are five of Brad Pitt’s best movies that you should stream before the Oscars to remind yourself why he remains a cinematic legend.

1. Fight Club (1999)

• Director: David Fincher
• Role: Tyler Durden

Brad Pitt’s portrayal of Tyler Durden in “Fight Club” is a landmark performance that defined a generation. Directed by David Fincher, this film delves into the psyche of the modern man, grappling with the monotony of consumer culture and the search for identity. Tyler Durden, played by Pitt, is the charismatic and dangerous alter ego of Edward Norton’s character, who leads him into a world of underground fight clubs and anarchistic philosophy.

Pitt’s performance is electric, embodying a raw, visceral energy that makes Tyler Durden both alluring and terrifying. His chiseled physique and devil-may-care attitude became iconic, cementing his status as a symbol of rebellious masculinity. The film itself is a complex narrative that challenges the audience to question societal norms, making it a must-watch for anyone interested in a film that is as intellectually stimulating as it is visually compelling.

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2. Inglourious Basterds (2009)

• Director: Quentin Tarantino
• Role: Lt. Aldo Raine

Quentin Tarantino’s “Inglourious Basterds” offers a unique blend of historical fiction and black comedy, with Brad Pitt delivering one of his most memorable performances as Lt. Aldo Raine. As the leader of the Basterds, a group of Jewish-American soldiers tasked with spreading fear among the Nazis, Pitt’s character is both ruthless and hilarious, embodying a larger-than-life persona that dominates the screen.

Lt. Aldo Raine is a character defined by his Southern drawl and his unyielding determination to “kill Nazis.” Pitt’s portrayal adds a layer of dark humor to the role, making him one of the most memorable characters in Tarantino’s filmography. The film itself is a revisionist take on World War II, combining Tarantino’s signature dialogue with intense action sequences. Pitt’s performance as Raine is both a tribute to classic war movie archetypes and a subversive twist on them, making “Inglourious Basterds” a film that is both entertaining and thought-provoking.

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3. Once Upon a Time in Hollywood (2019)

• Director: Quentin Tarantino
• Role: Cliff Booth

In “Once Upon a Time in Hollywood,” Brad Pitt plays Cliff Booth, a laid-back yet fiercely loyal stuntman who works alongside Leonardo DiCaprio’s fading actor, Rick Dalton. Set against the backdrop of 1960s Hollywood, the film is a love letter to a bygone era, and Pitt’s performance earned him his first Oscar for Best Supporting Actor.

Cliff Booth is a character defined by his cool demeanor and quiet strength. Pitt’s portrayal is effortlessly charismatic, blending humor with a subtle undercurrent of melancholy. The film itself is a slow-burning narrative that captures the spirit of Hollywood’s golden age, with Pitt’s performance serving as its emotional anchor. His scenes are marked by a sense of ease and confidence that only comes with years of experience, making Cliff Booth one of Pitt’s most celebrated roles.

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4. Se7en (1995)

• Director: David Fincher
• Role: Detective David Mills

David Fincher’s “Se7en” is a dark, gripping thriller that has become a classic in the crime genre. Brad Pitt stars as Detective David Mills, a young cop partnered with the seasoned Detective William Somerset, played by Morgan Freeman. Together, they hunt down a serial killer who uses the seven deadly sins as the basis for his murders.

Pitt’s performance is a masterclass in portraying a character who is both determined and vulnerable. As the investigation progresses, Mills becomes increasingly consumed by the case, leading to a tense and emotionally charged climax. The film’s atmosphere is bleak and foreboding, with Fincher’s direction creating a sense of impending doom that is heightened by Pitt’s intense portrayal. “Se7en” remains one of Pitt’s most powerful performances, showcasing his ability to dive deep into the psyche of complex, flawed characters.

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5. The Curious Case of Benjamin Button (2008)

• Director: David Fincher
• Role: Benjamin Button

“The Curious Case of Benjamin Button” is a sweeping romantic fantasy that tells the story of a man who ages in reverse. Brad Pitt plays the titular character, Benjamin Button, delivering one of his most unique and heartfelt performances. Directed by David Fincher, the film explores themes of love, loss, and the passage of time through the lens of a life lived in reverse.

Pitt’s performance as Benjamin Button is both tender and profound, capturing the character’s sense of wonder and melancholy as he experiences life’s milestones in reverse. The film’s narrative spans decades, and Pitt skillfully portrays the character’s physical and emotional journey. His ability to bring depth and vulnerability to such an extraordinary role earned him his second Oscar nomination for Best Actor. “The Curious Case of Benjamin Button” is a visually stunning and emotionally resonant film that remains a standout in Pitt’s filmography.

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Conclusion:

Brad Pitt’s diverse body of work offers something for every type of movie lover, from action-packed thrillers to thought-provoking dramas. As we prepare for the Oscars, take some time to revisit these five films that highlight Pitt’s remarkable range and enduring star power. Whether you’re a longtime fan or discovering these films for the first time, these movies are essential viewing for anyone who appreciates great acting and compelling storytelling.

6. 12 Monkeys (1995)

• Director: Terry Gilliam
• Role: Jeffrey Goines

“12 Monkeys” is a mind-bending science fiction film that showcases Brad Pitt’s ability to play eccentric, unpredictable characters. Directed by Terry Gilliam, the film follows Bruce Willis as a convict sent back in time to prevent a deadly virus from wiping out humanity. Pitt plays Jeffrey Goines, a mentally unstable activist who becomes a key figure in the narrative.

Pitt’s performance in “12 Monkeys” is a departure from his usual roles, as he fully embraces the chaotic energy of Jeffrey Goines. His portrayal is both manic and magnetic, earning him an Academy Award nomination for Best Supporting Actor. The film itself is a complex, time-twisting tale that blends science fiction with psychological drama, and Pitt’s performance is a highlight, adding a layer of unpredictability to the narrative.

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7. Moneyball (2011)

• Director: Bennett Miller
• Role: Billy Beane

In “Moneyball,” Brad Pitt takes on the role of Billy Beane, the general manager of the Oakland Athletics baseball team, who revolutionizes the sport by using data-driven analysis to assemble a competitive team on a limited budget. Directed by Bennett Miller, the film is a compelling exploration of innovation and perseverance in the face of overwhelming odds.

Pitt’s portrayal of Beane is understated yet powerful, capturing the character’s determination and frustration as he challenges the traditional norms of baseball management. The film is a gripping drama that delves into the intricacies of the sport while also exploring the personal sacrifices that come with pursuing a groundbreaking vision. Pitt’s performance earned him an Oscar nomination for Best Actor, and “Moneyball” remains one of his most critically acclaimed films.

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8. The Assassination of Jesse James by the Coward Robert Ford (2007)

• Director: Andrew Dominik
• Role: Jesse James

“The Assassination of Jesse James by the Coward Robert Ford” is a hauntingly beautiful film that explores the myth and reality of the infamous outlaw Jesse James. Brad Pitt plays the legendary figure, delivering a performance that is both enigmatic and deeply human. Directed by Andrew Dominik, the film is a slow-burning exploration of fame, betrayal, and the fleeting nature of life.

Pitt’s portrayal of Jesse James is one of his most nuanced performances, capturing the character’s charisma and vulnerability as he navigates the treacherous world of the Wild West. The film’s atmospheric cinematography and contemplative pacing make it a unique entry in the Western genre, and Pitt’s performance is at the heart of its emotional impact. “The Assassination of Jesse James by the Coward Robert Ford” is a film that lingers in the mind long after the credits roll, showcasing Pitt’s ability to embody complex, larger-than-life characters.

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9. Troy (2004)

• Director: Wolfgang Petersen
• Role: Achilles

In “Troy,” Brad Pitt takes on the role of Achilles, the legendary Greek warrior whose name has become synonymous with heroism and tragedy. Directed by Wolfgang Petersen, the film is a grand, epic retelling of Homer’s “The Iliad,” focusing on the Trojan War and the fateful clash between Achilles and Hector.

Pitt’s portrayal of Achilles is both physically imposing and emotionally complex, capturing the character’s inner turmoil as he grapples with his destiny. The film is filled with intense battle scenes and sweeping landscapes, with Pitt’s performance anchoring the story’s exploration of honor, glory, and the human cost of war. “Troy” is a visually stunning epic that showcases Pitt’s ability to lead a large-scale production while delivering a performance that is both powerful and introspective.

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10. The Tree of Life (2011)

• Director: Terrence Malick
• Role: Mr. O’Brien

“The Tree of Life” is a deeply philosophical and visually arresting film directed by Terrence Malick. Brad Pitt plays Mr. O’Brien, a stern and demanding father whose complex relationship with his sons serves as the emotional core of the film. The narrative is a meditation on life, death, and the interconnectedness of all things, presented through a series of dreamlike sequences that blend the personal with the cosmic.

Pitt’s performance is one of quiet intensity, capturing the internal struggles of a man who is both loving and authoritarian. “The Tree of Life” is a film that defies conventional storytelling, and Pitt’s portrayal adds a layer of emotional depth to the abstract narrative. The film is a challenging but rewarding experience, and Pitt’s performance is a key element in its exploration of the human condition.

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Final Thoughts:

Brad Pitt’s career is a testament to his versatility and dedication as an actor. From the gritty streets of “Se7en” to the epic battles of “Troy,” and the introspective journey of “The Tree of Life,” Pitt has consistently delivered performances that resonate with audiences and critics alike. As the Oscars approach, streaming these essential films is a perfect way to celebrate the achievements of one of Hollywood’s most enduring stars.

Each of these films offers a glimpse into the different facets of Brad Pitt’s talent, whether he’s playing a larger-than-life hero, a deeply flawed individual, or a charismatic anti-hero. So, grab some popcorn, settle in, and enjoy a Brad Pitt marathon that will remind you why he remains one of the greatest actors of our time.