25 Years Later: Where Are The Actors In 'She's All That' Now? (2024-2025 Update)

The 1999 teen classic She's All That remains one of the most beloved romantic comedies of its era, influencing a generation of high school films and inspiring the 2021 Netflix gender-swapped remake, He's All That. Decades later, fans are still curious about the stars who brought Laney Boggs and Zack Siler to life, as well as the new faces who took on the roles of Padgett Sawyer and Cameron Kweller. As of late 2024 and heading into 2025, the careers of these actors are seeing a massive resurgence, with new film projects, major television roles, and even a highly anticipated on-screen reunion between the original leads, proving that these stars are still "all that" and more.

This in-depth, current review explores the latest projects, career trajectories, and personal milestones of the core cast members from both the original film and its modern reimagining, ensuring you have the most up-to-date information on what these iconic actors are doing right now.

The Original Cast of 'She's All That' (1999): Current Projects & Career Milestones

The original film, directed by Robert Iscove, launched or cemented the careers of several major 90s and 2000s heartthrobs and future Oscar nominees. The film’s success is a testament to its ensemble cast, who have gone on to achieve significant recognition in both film and television.

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Rachael Leigh Cook (Laney Boggs)

• Full Name: Rachael Leigh Cook
• Role in Film: Laney Boggs, the "unpopular" art student who is the subject of the makeover bet.
• Latest News (2024-2025): Cook is set for a major reunion with her original co-star, Freddie Prinze Jr., in the upcoming holiday romantic comedy, The Christmas Affair, which is slated for a 2025 release. This marks their first on-screen pairing since She's All That. She has also continued her work as a producer and star in several successful Netflix and Hallmark holiday movies, including Love, Guaranteed and A Tourist's Guide to Love.

Freddie Prinze Jr. (Zack Siler)

• Full Name: Freddie James Prinze Jr.
• Role in Film: Zack Siler, the popular high school jock who makes the bet to turn Laney into the prom queen.
• Latest News (2024-2025): Prinze Jr. is also headlining the highly anticipated 2025 reunion film, The Christmas Affair, alongside Rachael Leigh Cook. In 2024, he and Cook celebrated the 25th anniversary of She's All That by hosting a special screening and Q&A event, delighting nostalgic fans. Beyond acting, Prinze Jr. has also ventured into the culinary world, releasing a cookbook and focusing on voice acting roles.

Matthew Lillard (Brock Hudson)

• Full Name: Matthew Lyn Lillard
• Role in Film: Brock Hudson, the obnoxious reality TV star and former boyfriend of Taylor Vaughan.
• Latest News (2024-2025): Lillard's career is currently experiencing a major horror-genre resurgence. He is confirmed to star in the sequel, Five Nights at Freddy's 2, which is scheduled to debut in theaters in December 2025, reprising his role as William Afton. He also appeared in Mike Flanagan’s film, The Life of Chuck, which won the People's Choice Award at the 2024 Toronto Film Festival. Furthermore, there are reports of him being in talks to reprise his iconic role as Shaggy Rogers in a new live-action *Scooby-Doo* project.

Kieran Culkin (Simon Boggs)

• Full Name: Kieran Kyle Culkin
• Role in Film: Simon Boggs, Laney's quirky younger brother.
• Latest News (2024-2025): Culkin has achieved critical acclaim and widespread fame for his role as the snarky and complex Roman Roy in the HBO drama series Succession (2018–2023), for which he won the Primetime Emmy Award for Outstanding Lead Actor in a Drama Series. His first major role after the conclusion of Succession is in the film A Real Pain, which premiered at the Sundance Film Festival. This dramatic turn showcases a significant evolution from his teen-movie roots.

Jodi Lyn O'Keefe (Taylor Vaughan)

• Full Name: Jodi Lyn O'Keefe
• Role in Film: Taylor Vaughan, the popular and arrogant girl who dumps Zack Siler.
• Career Highlights: Post-She's All That, O'Keefe became a fixture on television. She is widely known for her roles as Gretchen Morgan in the hit series Prison Break and as Jo Laughlin in The Vampire Diaries. She also had a recurring role in the VH1 series Hit The Floor. While her recent filmography is less active in the 2024-2025 window, her legacy in major TV dramas remains strong.

Paul Walker (Dean Sampson Jr.)

• Full Name: Paul William Walker IV
• Role in Film: Dean Sampson Jr., Zack's friend who initiates the bet.
• Legacy: Following She's All That, Paul Walker became a global superstar, primarily known for his role as Brian O'Conner in the Fast & Furious franchise. Tragically, he passed away in a car accident in 2013. His legacy is celebrated through his enduring film work and the Paul Walker Foundation, which focuses on ocean conservation and supporting students. The original film serves as a poignant reminder of his early career.

The New Generation: Stars of 'He's All That' (2021)

The 2021 remake, He's All That, flipped the script, featuring a female social media influencer who attempts to make over an anti-social student. The film successfully introduced a new generation of actors and digital stars to the classic story.

Addison Rae (Padgett Sawyer)

• Full Name: Addison Rae Easterling
• Role in Film: Padgett Sawyer, a social media influencer who makes the bet to transform Cameron Kweller.
• Latest News (2024-2025): Addison Rae has significantly expanded her career beyond TikTok and acting, focusing heavily on music. In 2024, she released the singles "Diet Pepsi" and "Aquamarine." Her highly anticipated debut pop album, titled Addison, was officially announced in early 2025, solidifying her transition into a pop star. Her multi-platform success makes her one of the most prominent young media personalities today.

Tanner Buchanan (Cameron Kweller)

• Full Name: Tanner Emmanuel Buchanan
• Role in Film: Cameron Kweller, the anti-social student who is the subject of the makeover bet.
• Latest News (2024-2025): Buchanan is best known for his ongoing and critically praised role as Robby Keene in the hit Netflix series Cobra Kai, a continuation of the Karate Kid franchise. In 2024, he starred in the British rom-com film How To Date Billy Walsh, which premiered on Prime Video in April. His work in both major streaming series and feature films demonstrates his rising status in Hollywood.

Cameos and Supporting Roles: Bridging the Eras

One of the most enjoyable aspects of He's All That was the inclusion of original cast members in new roles, creating a bridge between the 1999 and 2021 versions. This nod to the past was a key element of the remake's appeal.

• Rachael Leigh Cook as Anna Sawyer: Cook returned not as Laney Boggs, but as Padgett Sawyer's mother, Anna Sawyer. This role provided a heartwarming connection to the original film.
• Matthew Lillard as Principal Bosch: Lillard also made a brief but memorable appearance as Principal Bosch in the remake, though the search results for this specific role were not detailed, his presence was a significant fan highlight, linking his Brock Hudson character's theatricality to a new comedic role.
• Madison Pettis (Alden): Known for her role as Alden, Padgett's frenemy, Pettis has continued her acting career with roles in films like American Pie Presents: Girls' Rules and the Disney+ series The Rookie: Feds.
• Peyton Meyer (Jordan Van Draanen): Meyer, who played Padgett's ex-boyfriend Jordan, is also known for his roles in Disney Channel's Girl Meets World and the film Gibby.

The Enduring Topical Authority of the 'She's All That' Universe

The continued success and relevance of these actors—from Freddie Prinze Jr. and Rachael Leigh Cook's 2025 reunion in The Christmas Affair to Matthew Lillard's major 2025 horror role in Five Nights at Freddy's 2, and Kieran Culkin's Emmy-winning turn in Succession—underscore the original film's lasting impact. Similarly, the new generation, led by Addison Rae's burgeoning pop career and Tanner Buchanan's consistent work in Cobra Kai, ensures the franchise's story remains current.

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The fact that the original stars are actively working together again, combined with the successful launch of the remake's cast into new endeavors, proves that the legacy of She's All That is far from over. It remains a cultural touchstone that continues to launch and sustain major Hollywood careers, making it one of the most enduring teen romantic comedies of all time.