The Iconic Cast Of '10 Things I Hate About You': Where Are They Now In 2025?

Few teen romantic comedies have achieved the timeless, cult-classic status of 10 Things I Hate About You. Released in 1999, this clever, modernized adaptation of Shakespeare’s The Taming of the Shrew launched the careers of a generation of Hollywood's brightest stars. As of December 10, 2025, fans are still captivated by the film's sharp dialogue, iconic moments (like the unforgettable stadium serenade), and the electric chemistry of its ensemble cast. The film’s enduring popularity means that the question, "Where are they now?" remains one of the most searched queries online, with the answers revealing surprising new professional paths and major 2025 career updates.

The film, which celebrated over 25 years since its debut, is a perfect snapshot of late 90s cinema, but its actors have moved on to diverse and impressive careers ranging from blockbuster franchises to acclaimed independent projects and even stepping behind the camera. From a major DC Comics film role to a feature directorial debut, here is the definitive, up-to-the-minute look at what the principal cast of 10 Things I Hate About You is doing today.

The Principal Cast: Biography and Current Status (2025)

The ensemble of *10 Things I Hate About You* was a perfect storm of rising talent. Below is a quick profile of the main actors and their most recent, notable projects.

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• Julia Stiles (Kat Stratford): Born March 28, 1981, in New York City. Stiles is an American actress known for her strong, intelligent roles in films like Save the Last Dance and the Bourne franchise. Her recent focus has shifted to directing. Current Status: Made her feature directorial debut with the 2025 romantic drama film, Wish You Were Here.
• Heath Ledger (Patrick Verona): Born April 4, 1979, in Perth, Western Australia. Ledger was an Australian actor and director who achieved worldwide acclaim for his roles in Brokeback Mountain and his Oscar-winning performance as the Joker in The Dark Knight. He tragically passed away on January 22, 2008. Current Status: His legacy remains central to the film’s enduring appeal, with constant retrospectives celebrating his breakout performance as the charming bad boy.
• Joseph Gordon-Levitt (Cameron James): Born February 17, 1981, in Los Angeles, California. Gordon-Levitt is an American actor, filmmaker, and entrepreneur who rose to fame on the TV series 3rd Rock from the Sun. Current Status: Continues to act, with recent roles in films like Project Power and 7500, and is planning a movie musical with Channing Tatum. He is also actively involved in discussions about the role of AI in creative content.
• Larisa Oleynik (Bianca Stratford): Born June 7, 1981, in Santa Clara, California. Oleynik is an American actress who gained fame as the star of the Nickelodeon series The Secret World of Alex Mack. Current Status: Recently reunited with Julia Stiles and has been working on television projects, including the music-driven comedy series Erin & Aaron.
• David Krumholtz (Michael Eckman): Born May 15, 1978, in Queens, New York. Krumholtz is an American actor known for his roles in The Santa Clause franchise and the TV series Numb3rs. Current Status: Has been cast in a major role in the upcoming DC Universe film, Supergirl: Woman of Tomorrow, and starred in the 2025 dark comedy film Forelock.
• Gabrielle Union (Chastity Church): Born October 29, 1972, in Omaha, Nebraska. Union is an American actress, activist, and author known for films like Bring It On and the TV series Being Mary Jane. Current Status: Executive producing and starring in the upcoming drama series Pretty Little Wife and appeared in the 2025 film Riff Raff.
• Andrew Keegan (Joey Donner): Born January 29, 1979, in Los Angeles, California. Keegan is an American actor and former teen idol known for roles in *Party of Five* and *7th Heaven*. Current Status: Continues to act, starring in the psychological thriller film Healing Towers, with interviews about the project circulating in 2025.

From Padua High to Hollywood's Director's Chair: Julia Stiles and Her New Role

Julia Stiles, whose portrayal of the fiercely independent and witty Kat Stratford defined a generation's anti-heroine, has had one of the most consistent and critically varied careers of the entire cast. After her breakout in the teen movie genre, she successfully transitioned to more mature roles, notably in the espionage thriller genre as Nicky Parsons in the Bourne film series.

In a fascinating turn, Stiles has recently embraced a new creative challenge: directing. Her feature directorial debut, the romantic drama Wish You Were Here, premiered in 2025. This move signals a significant shift, allowing her to shape narratives from a new perspective, building on her decades of experience in front of the camera. The film has generated buzz, not only for its subject matter but for marking Stiles's official entry into the filmmaking side of the industry. Her ability to transition from a powerhouse actress to a respected director demonstrates her deep commitment to the craft of storytelling, making her a formidable presence in Hollywood in 2025 and beyond.

Adding a nostalgic layer to her current work, Stiles recently shared a public reunion with her on-screen sister, Larisa Oleynik, proving that the bond from the Stratford family remains strong over two decades later.

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The Lasting Legacy of Heath Ledger and the Joker's Shadow

No discussion of the 10 Things I Hate About You cast is complete without acknowledging the late, great Heath Ledger. His performance as the enigmatic Patrick Verona—the "bad boy" hired to woo Kat—is often cited as one of the best in teen movie history. The iconic scene where he serenades Kat by singing Frankie Valli’s "Can't Take My Eyes Off You" on the football field remains a cinematic highlight and a benchmark for romantic gestures in film.

Following the 1999 romantic comedy, Ledger's career exploded, leading to critically acclaimed roles that showcased his incredible range, culminating in his posthumous Academy Award win for his transformative performance as the Joker in The Dark Knight. Though his life was tragically cut short in 2008, his work continues to influence new generations of actors and filmmakers. Retrospectives and anniversaries of the film frequently focus on his raw talent and the promise of the career that was to come, solidifying his status as a legendary figure in modern cinema.

From Teen Heartthrobs to DC Superheroes and Tech Visionaries

The supporting cast members, who were instrumental in driving the film's central plot—the elaborate scheme to get Kat a date—have also carved out fascinating and diverse careers, with several major updates in 2025.

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Joseph Gordon-Levitt: Creative Entrepreneurship and AI

Joseph Gordon-Levitt, who played the earnest and lovestruck Cameron James, has proven himself to be one of the most versatile actors of his generation. Beyond his work in major films like Inception and Looper, Gordon-Levitt has taken on a role as a creative innovator. He is the founder of HitRecord, an online collaborative media platform. In 2025, he has been involved in high-profile discussions regarding artificial intelligence (AI) and its impact on the creative economy, demonstrating a commitment to shaping the future of digital content creation. Furthermore, he is planning an exciting new movie musical project alongside actor Channing Tatum, signaling his return to big-screen performance.

David Krumholtz: Joining the DC Universe

The film’s resident schemer, David Krumholtz, who played the lovable nerd Michael Eckman, has secured one of the most high-profile roles of his career in 2025. Following his acclaimed role in Oppenheimer, Krumholtz has been cast in the upcoming DC Universe film, Supergirl: Woman of Tomorrow. He is set to play a key role that expands on the established lore of the House of El, a massive leap from his days coordinating dates at Padua High. Additionally, his dark comedy film, Forelock, premiered at the 2025 Austin Film Festival, keeping his presence strong in both independent and blockbuster cinema.

Gabrielle Union: Producing and Starring in New Dramas

Gabrielle Union, who played the popular and sharp-tongued Chastity Church, has become a major force in both acting and producing. Known for her memorable roles and powerful activism, Union is executive producing and starring in the upcoming drama series Pretty Little Wife. This move showcases her business acumen and desire to control the narratives she brings to the screen. Her appearance in the 2025 film Riff Raff and her notable presence at the 2025 Met Gala further cement her status as a Hollywood power player.

Larisa Oleynik and Andrew Keegan: The Teen Royalty Returns

Larisa Oleynik (Bianca Stratford) continues to work steadily, with her recent appearance in the musical-comedy series Erin & Aaron keeping her connected to the television landscape. Her reunion with Julia Stiles in 2025 was a sweet moment for fans of the on-screen sisters. Andrew Keegan (Joey Donner), the self-obsessed model, has also returned to the screen, starring in the 2025 psychological thriller Healing Towers, a dramatic departure from his teen idol persona. The enduring careers of the entire 10 Things I Hate About You cast prove that the talent assembled in that 1999 classic was truly exceptional, paving the way for decades of successful and varied work.