Angelina Jolie continues to be a monumental figure in the film industry, maintaining her status as one of the most celebrated actresses even as her on-screen appearances have dwindled. The 1990s marked a pivotal period for Jolie, showcasing not only her iconic status but also her remarkable talent. As the daughter of Academy Award-winning actor Jon Voight and actress Marcheline Bertrand, it seemed she was destined for greatness in Hollywood. Jolie’s journey began with her initial role in Lookin’ to Get Out alongside her father, followed by a more serious commitment to acting in the early ’90s.
Her first significant project was the 1993 low-budget sci-fi film Cyborg 2. Though this film wasn’t a critical success, Jolie’s trajectory continued to rise, illustrating her growing competence and skill as an actress throughout the decade. By the close of the ’90s, she found herself receiving nominations from prestigious award bodies, overshadowed only by the media frenzy surrounding her personal life. Yet, amid her fame, many of her less-recognized performances during this era have slipped under the radar, warranting a closer look.
10 Cyborg 2 (1993)
Angelina Jolie Plays Casella “Cash”Reese
In her first major leading role, Cyborg 2 positions Jolie as Casella “Cash”Reese, an assassin cyborg set to fulfill dangerous missions. The film is characterized by its typical low-budget science fiction tropes, featuring unrealistic violence and subpar visual effects. Upon discovering a plot by her creators to eliminate her, she rebels and fights for survival while navigating her unexpected love for Colt-45, another cyborg played by Elias Koteas.
Despite the film’s shortcomings that even led Jolie to rethink auditions for a year, it highlighted her resilience and determination in the face of adversity (via MadeInAtlantis).
9 Playing God (1997)
Angelina Jolie Plays Claire
In Playing God, Jolie co-stars with David Duchovny, who plays Dr. Eugene Sands, a surgeon whose career spirals after he operates under the influence. Hired by mob boss Raymond Blossom (Timothy Hutton), he unwittingly enters a complex love affair with Claire, played by Jolie. Although the film follows a predictable narrative, the connection between Jolie and Duchovny adds an engaging dynamic. Notably, Jolie portrays Claire with surprising warmth, showcasing her evolving acting prowess.
8 Pushing Tin (1999)
Angelina Jolie Plays Mary Bell
Pushing Tin, directed by Mike Newell, is a comedy-drama that dives into the chaotic lives of air traffic controllers. Jolie’s character, Mary Bell, ends up embroiled in a rivalry between her husband Russell (Billy Bob Thornton) and Nick (John Cusack), after an affair ensues. Despite the somewhat underdeveloped character, Jolie injects depth and emotion into her role, ensuring that her performance resonates amidst the film’s humor.
7 Foxfire (1996)
Angelina Jolie Plays Margaret “Legs”Sadovsky
In Foxfire, Jolie embodies Margaret “Legs”Sadovsky, a rebellious teenager who influences a group of high school girls to stand against authority after they confront a predatory teacher. Though Legs isn’t the most unique character, Jolie’s performance breathes life and assertiveness into her, solidifying her role as a leader among her peers. The film might not intently focus on her, but her presence is undeniably powerful and memorable.
6 The Bone Collector (1999)
Angelina Jolie Plays Amelia Donaghy
Adapting Jeffrey Deaver’s novel, The Bone Collector showcases Jolie as rookie cop Amelia Donaghy, who teams up with quadriplegic detective Lincoln Rhyme (Denzel Washington) to capture a serial killer. While the film veers between being a detective thriller and a slasher narrative, Jolie’s compelling performance brings authenticity to her character, balancing her youthful optimism with the weight of their grim investigation.
5 Hackers (1995)
Angelina Jolie Plays Kate Libby/”Acid Burn”
In the cult classic Hackers, Jolie shines as Kate “Acid Burn”Libby, a pivotal role that catapults her into stardom. The film centers on a group of young hackers who uncover a criminal conspiracy. Despite its now-dated depiction of technology, Jolie’s dual role as an action star and romantic lead showcases her versatility and charm—a harbinger of her subsequent success in Hollywood.
4 Playing By Heart (1998)
Angelina Jolie Plays Joan
In Playing By Heart, Jolie makes a strong impression, with her brief yet impactful screen time contributing significantly to the narrative’s depth and emotion. This ensemble piece captures the nuances of romantic relationships, and Jolie’s performance is marked by an authentic vulnerability that resonates with the audience.
3 George Wallace (1997)
Angelina Jolie Plays Cornelia Wallace
George Wallace is a gripping biopic focusing on the contentious life of the 45th governor of Alabama. Jolie’s portrayal of Cornelia Wallace garnered her a Golden Globe for Best Supporting Actress and an Emmy nomination. In this role, she exhibits a passionate and complex character who navigates the turbulent landscape of her husband’s political career and racial controversies, showcasing Jolie’s commendable range as an actress.
2 Girl, Interrupted (1999)
Angelina Jolie Plays Lisa Rowe
Girl, Interrupted is defined by Jolie’s remarkable performance as Lisa Rowe, an enigmatic sociopath in a mental institution. Her chemistry with Winona Ryder’s character, Susanna, creates heartfelt moments amidst chaos, and Jolie’s ability to evoke empathy in a flawed character won her numerous accolades, including an Academy Award for Best Supporting Actress. This role is often cited as one of her career-defining moments, exemplifying her intense capability as an actress.
1 Gia (1998)
Angelina Jolie Plays Gia Carangi
The HBO biopic Gia tells the poignant story of Gia Carangi, a trailblazing supermodel. Jolie’s portrayal captures the complexities of Gia’s rise and her struggle with addiction and relationships, particularly with makeup artist Linda (Elizabeth Mitchell). The raw honesty and emotional depth that Jolie brings to the character received critical acclaim, earning her a Golden Globe and a SAG Award, as well as an Emmy nomination. Jolie’s nuanced performance remains one of her most celebrated works, illustrating her capabilities as a transformative actress.
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