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All of Robert De Niro’s Gangster Roles, Ranked from Worst to Best

All of Robert De Niro’s Gangster Roles, Ranked from Worst to Best

Robert De Niro’s career has been marked by his versatile acting ability, particularly in the realm of gangster films. Spanning decades, his portrayals range from chilling mob bosses to charismatic criminals. This ranking explores fifteen of his most memorable gangster roles, evaluating the impact and depth he brought to each character. Join us as we delve into these iconic performances, celebrating the nuances and brilliance that De Niro consistently delivers on screen. Whether embodying a notorious real-life figure or a fictional character, De Niro’s roles continue to captivate audiences and define the gangster genre.

1. The Gangster from ‘The Gang That Couldn’t Shoot Straight’

The Gangster from 'The Gang That Couldn't Shoot Straight'
© Screen Rant

In the film ‘The Gang That Couldn’t Shoot Straight,’ Robert De Niro plays a young, inept gangster. His character’s awkward attempts at criminality provide a comedic element to the movie. Set in 1970s Brooklyn, this role showcases De Niro’s early ability to blend humor with crime drama. Despite the film’s lackluster reception, De Niro’s portrayal adds charm. Interestingly, his performance hinted at the great potential he would later realize in more serious gangster roles. This early entry in his career is often overlooked but remains an essential stepping stone in his journey.

2. Louis Gara in ‘Jackie Brown’

Louis Gara in 'Jackie Brown'
© IMDb

In Quentin Tarantino’s ‘Jackie Brown,’ De Niro assumes the role of Louis Gara, a washed-up ex-con with a lethargic demeanor. His portrayal gives life to a character who blends into the film’s tapestry of crime and deception. De Niro’s understated performance contrasts sharply with his more dynamic roles. His character’s unpredictability culminates in shocking decisions that drive the plot forward. This role highlights De Niro’s ability to convey complexity and depth even in supporting positions. ‘Jackie Brown’ is a testament to his range, as he brings subtlety to the chaotic world Tarantino creates.

3. Frank Sheeran in ‘The Irishman’

Frank Sheeran in 'The Irishman'
© Newsweek

As Frank Sheeran in Martin Scorsese’s ‘The Irishman,’ De Niro delivers a haunting portrayal of a hitman reflecting on his life. The film spans decades, capturing Sheeran’s rise through the mob ranks. De Niro’s nuanced performance, enhanced by digital de-aging technology, brings authenticity to the character’s emotional journey. With themes of loyalty, betrayal, and regret, this role anchors the film’s narrative. The Irishman’s introspective storytelling provides a fitting canvas for De Niro’s talents, allowing him to explore the complexities of aging and redemption. The film stands as a testament to his enduring collaboration with Scorsese.

4. Johnny Boy in ‘Mean Streets’

Johnny Boy in 'Mean Streets'
© The Guardian

In ‘Mean Streets,’ De Niro portrays Johnny Boy, a reckless, volatile character whose antics drive the film’s tension. Set against the backdrop of New York’s gritty streets, De Niro’s performance is electric. His embodiment of youthful rebellion and unpredictability introduces audiences to his raw talent. Directed by Martin Scorsese, this film marks their first collaboration, setting the stage for future iconic roles. Johnny Boy’s charisma and chaos make him unforgettable, as De Niro captivates viewers with a blend of charm and menace. The film remains a cornerstone of crime cinema, cementing De Niro’s early career status.

5. David ‘Noodles’ Aaronson in ‘Once Upon a Time in America’

David 'Noodles' Aaronson in 'Once Upon a Time in America'
© mauibob

Playing David ‘Noodles’ Aaronson, De Niro leads ‘Once Upon a Time in America’ with a performance rich in complexity. The epic spans several decades, capturing the rise and fall of childhood friends entangled in crime. De Niro’s portrayal of Noodles, filled with nostalgia and regret, anchors the narrative. His ability to convey internal conflict and longing adds depth to the character’s journey. As the film navigates themes of friendship and betrayal, De Niro’s nuanced performance stands out. This role demonstrates his mastery in embodying characters shaped by time and circumstance, contributing to the film’s enduring legacy.

6. Al Capone in ‘The Untouchables’

Al Capone in 'The Untouchables'
© Collider

In ‘The Untouchables,’ De Niro takes on the role of notorious gangster Al Capone. His commanding presence and attention to detail bring the infamous crime boss to life. De Niro captures Capone’s ruthless nature and charismatic leadership with finesse. The film’s depiction of 1920s Chicago, rife with organized crime, serves as a vibrant backdrop for his performance. De Niro’s interpretation of Capone’s larger-than-life persona offers a compelling study of power and corruption. This role remains iconic in the gangster film genre, showcasing his exceptional ability to embody historical figures with authenticity and style.

7. Sam ‘Ace’ Rothstein in ‘Casino’

Sam 'Ace' Rothstein in 'Casino'
© Gentleman’s Journal

In ‘Casino,’ De Niro plays Sam ‘Ace’ Rothstein, a meticulous casino operator navigating the turbulent world of Las Vegas. His performance captures the intricacies of power dynamics and ambition. Set in the 1970s, the film showcases De Niro’s ability to convey both authority and vulnerability. Ace’s journey, marked by high stakes and personal betrayal, is portrayed with precision. The glitz and chaos of Vegas provide a rich setting for De Niro’s dynamic acting. His collaboration with director Martin Scorsese once again results in a memorable role that explores the darker side of human nature.

8. Jimmy Conway in ‘Goodfellas’

Jimmy Conway in 'Goodfellas'
© Screen Rant

In ‘Goodfellas,’ De Niro delivers a masterful performance as Jimmy Conway, a seasoned mobster with charm and cunning. His portrayal captures the allure and danger of organized crime. De Niro’s ability to balance charisma and menace makes Conway a memorable character. The film, directed by Martin Scorsese, presents a vibrant yet brutal look at mob life. De Niro’s nuanced acting contributes significantly to the film’s enduring success. His interactions with fellow characters highlight the complexities of loyalty and ambition within the criminal underworld. This role remains a standout in his illustrious career.

9. Paul Vitti in ‘Analyze This’

Paul Vitti in 'Analyze This'
© Ranker

In ‘Analyze This,’ De Niro explores new territory as Paul Vitti, a gangster seeking therapy. His comedic timing and ability to parody the mobster archetype add humor to the film. De Niro’s portrayal of a vulnerable yet intimidating character offers a refreshing take on the gangster genre. The juxtaposition of crime and comedy creates a unique narrative, with De Niro’s performance at its core. Vitti’s internal struggle to maintain his tough façade while confronting personal issues is portrayed with skill. This role showcases De Niro’s versatility, blending serious themes with lighthearted moments.

10. Vito Corleone in ‘The Godfather Part II’

Vito Corleone in 'The Godfather Part II'
© kathstaut

Role that earned him an Academy Award. His performance delves into the character’s origins, revealing the man behind the legend. De Niro brings depth to Vito’s rise from immigrant to powerful family patriarch. The film beautifully contrasts his journey with his son’s legacy, exploring themes of family and power. De Niro’s ability to capture Vito’s quiet strength and determination adds layers to the iconic character. This role solidified his status as a leading actor in Hollywood, continuing the legacy of ‘The Godfather’ saga.

11. Salvatore ‘Sam’ Matera in ‘The Family’

Salvatore 'Sam' Matera in 'The Family'
© The New York Times

Former mobster trying to adjust to a new life under witness protection. His character’s struggle to leave behind a life of crime while adapting to suburban normalcy is depicted with humor and depth. De Niro’s performance captures the tension between past and present, as old habits die hard. The film’s comedic yet thrilling elements highlight his ability to portray multifaceted characters. De Niro’s nuanced acting brings warmth and complexity to this role, offering an engaging look at a gangster’s attempt at redemption and normalcy.

12. Joe Pesci’s Mentor in ‘The Irishman’

Joe Pesci's Mentor in 'The Irishman'
© Looper

Within ‘The Irishman,’ beyond his role as Frank Sheeran, De Niro serves as a mentor to a young Joe Pesci. This dynamic showcases De Niro’s ability to offer guidance and foster talent within the film industry. Their interactions provide depth to the narrative, highlighting the importance of relationships in the mob world. De Niro’s experience and wisdom are evident in his mentoring approach, adding authenticity to the film. This aspect of his performance enriches the story, offering insights into the complexities of mentorship and influence within the world of organized crime.

13. Neil McCauley in ‘Heat’

Neil McCauley in 'Heat'
© IMDb

In ‘Heat,’ De Niro portrays Neil McCauley, a professional thief with a strict code of conduct. His performance captures the meticulous nature and calculated demeanor of his character. The film’s cat-and-mouse dynamic, pitting McCauley against a determined detective, showcases De Niro’s ability to convey tension and resolve. Set in Los Angeles, the film explores themes of loyalty, betrayal, and the consequences of a life of crime. De Niro’s portrayal adds gravitas to the storyline, as his character navigates the blurred lines between right and wrong. ‘Heat’ remains a standout in crime cinema, bolstered by his exceptional performance.

14. Michael Vronsky in ‘The Deer Hunter’

Michael Vronsky in 'The Deer Hunter'
© gdelao1976cucho

While not a traditional gangster role, De Niro plays Michael Vronsky, a character whose wartime experiences share parallels with the intensity of criminal life. His portrayal captures the psychological scars and moral dilemmas faced by soldiers. The film’s exploration of friendship and trauma highlights De Niro’s ability to convey complex emotions. Vronsky’s journey, marked by loyalty and sacrifice, adds depth to the narrative. De Niro’s performance remains impactful, offering a poignant reflection on the human condition. ‘The Deer Hunter’ stands as a testament to his versatility and skill in navigating challenging roles.

15. Lorenzo Anello in ‘A Bronx Tale’

Lorenzo Anello in 'A Bronx Tale'
© Tribeca Film Festival

In ‘A Bronx Tale,’ De Niro takes on the role of Lorenzo Anello, a father determined to keep his son away from the influence of organized crime. His performance captures the struggles of a working-class man in 1960s New York. De Niro’s portrayal highlights themes of family, loyalty, and integrity. As a director, he brings authenticity to the story, drawing from personal experiences. Lorenzo’s character embodies the tension between honest work and the allure of quick riches. De Niro’s nuanced acting ensures the film remains a heartfelt exploration of values and father-son relationships.

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