The Wedding Singer Turns 23: Where Are Adam Sandler, Drew Barrymore, and the Cast Now?

The Wedding Singer: Where Are They Now? A Nostalgic Look at the Beloved Rom-Com’s Iconic Cast

Twenty-three years after its theatrical release in 1998, The Wedding Singer continues to resonate with audiences as one of the most cherished romantic comedies of its era. This delightful film, which masterfully blends humor, heartbreak, and a healthy dose of 80s nostalgia, introduced the world to the undeniable on-screen chemistry of Adam Sandler and Drew Barrymore. Their partnership would go on to define a generation of rom-coms, but it all began with the story of Robbie Hart, a charming wedding singer recovering from a broken heart, and Julia Sullivan, a kind-hearted waitress who ultimately steals his affection.

Directed by Frank Coraci, The Wedding Singer wasn’t just a box office success, grossing over $120 million; it became a cultural touchstone, beloved for its memorable soundtrack, endearing characters, and a heartwarming narrative that reminds us love can be found in the most unexpected places. Its unique blend of witty dialogue, a standout supporting cast, and a genuine emotional core has ensured its place as a perennial favorite. For many, it’s more than just a movie; it’s a comforting trip back to a simpler time, filled with power ballads, big hair, and genuine romantic sentiment. Let’s take a look at the talented individuals who brought this classic to life and see where their careers and lives have taken them since they first enchanted us in 1998.

Adam Sandler

Adam Sandler
Adam Sandler then and now. (Everett Collection/SplashNews)

Adam Sandler, 57, charmed audiences as the lovable yet heartbroken wedding singer, Robbie Hart. Before The Wedding Singer, Sandler had already carved out a significant career through his memorable tenure on Saturday Night Live and early film successes like Billy Madison (1995) and Happy Gilmore (1996), establishing his unique brand of juvenile yet endearing comedy. Robbie Hart, however, showcased a softer, more romantic side of Sandler, allowing him to demonstrate a range that would later become a hallmark of his career.

The year 1998 was pivotal for Sandler, as he also starred in the massively successful comedy The Waterboy. His filmography post-The Wedding Singer exploded with hit after hit, including Big Daddy (1999), Mr. Deeds (2002), and Click (2006). His collaborations with Drew Barrymore became legendary, leading to additional beloved rom-coms like 50 First Dates (2004) and Blended (2014), solidifying their status as one of Hollywood’s most enduring on-screen pairs. Beyond his comedic empire built through Happy Madison Productions, Sandler has frequently lent his voice to animated features, most notably as Dracula in the highly popular Hotel Transylvania movie series.

Adam has also garnered critical acclaim for his ventures into dramatic roles, surprising many with his nuanced performances in films such as Paul Thomas Anderson’s Punch-Drunk Love (2002), Mike Binder’s emotional drama Reign Over Me (2007), and Judd Apatow’s introspective Funny People (2009). His role as Howard Ratner in the Safdie brothers’ 2019 crime thriller Uncut Gems earned him widespread praise and several awards nominations, highlighting his exceptional dramatic capabilities. More recently, he starred in the 2020 Netflix Halloween comedy Hubie Halloween and the critically acclaimed 2022 sports drama Hustle, further cementing his versatility as an actor. Sandler continues to be a prolific force in Hollywood, consistently delivering projects that resonate with his massive global fanbase across various genres.

Drew Barrymore

Drew Barrymore
Drew Barrymore then and now. (Everett Collection/SplashNews)

Drew Barrymore, 49, captivated hearts as the sweet and sincere Julia Sullivan. Barrymore’s journey in Hollywood began at a very young age, famously starring in Steven Spielberg’s E.T. the Extra-Terrestrial (1982). By the time she co-starred in The Wedding Singer, she had successfully transitioned from child star to a leading lady, known for her vibrant personality and charming screen presence. Her portrayal of Julia, a character whose kind nature shines through despite her less-than-ideal fiancé, made her an instant rom-com icon.

The same year as The Wedding Singer, Drew demonstrated her range by starring as Danielle de Barbarac in Ever After: A Cinderella Story, a critically acclaimed and beloved reimagining of the classic fairy tale. The following year, she solidified her rom-com queen status with the iconic film Never Been Kissed (1999), which she also produced through her company, Flower Films. Barrymore then joined Cameron Diaz and Lucy Liu in the blockbuster action-comedy Charlie’s Angels (2000) and its sequel, further expanding her versatile career. Her production company, Flower Films, became a powerhouse, producing many of her successful projects.

Her on-screen partnership with Adam Sandler is one of Hollywood’s most cherished, leading to two more successful romantic comedies: 50 First Dates (2004), where she played a woman with short-term memory loss, and Blended (2014), a family-friendly comedy. Drew made her directorial debut with the 2009 coming-of-age film Whip It, earning praise for her work behind the camera. Her other memorable movies include ensemble rom-com He’s Just Not That Into You (2009), the sports romance Fever Pitch (2005), and the poignant drama Miss You Already (2015). More recently, she starred in the Netflix series Santa Clarita Diet. In 2020, Drew launched her highly successful daytime talk show, The Drew Barrymore Show, where she continues to entertain and inspire millions with her authentic personality.

The actress’s personal life has also seen its share of ups and downs. She married comedian Tom Green in 2001, but their divorce was finalized just a year later. After relationships with Fabrizio Moretti and Justin Long, Drew married art consultant Will Kopelman in 2012. They have two daughters, Olive and Frankie, together. After four years of marriage, their divorce was finalized in 2016, though they maintain a close co-parenting relationship for their children.

Christine Taylor

Christine taylor
Christine Taylor then and now. (Everett Collection/AP)

Christine Taylor, 52, brought humor and pragmatism to her role as Holly Sullivan, Julia’s sassy and supportive cousin and confidante. Prior to The Wedding Singer, Taylor was well-known for her role as Marcia Brady in The Brady Bunch Movie (1995) and its sequel, establishing her comedic prowess. Her performance as Holly was a standout, providing both comic relief and genuine friendship to Julia, and her quick wit made her character memorable.

Since her time in the 80s-themed rom-com, Taylor has continued to build a successful career, often collaborating with her husband, Ben Stiller. Their joint projects include the highly popular comedies Zoolander (2001) and its sequel Zoolander 2 (2016), as well as Dodgeball: A True Underdog Story (2004) and Tropic Thunder (2008). Other notable film appearances include License to Wed (2007) alongside Mandy Moore and Robin Williams. She most recently starred in the 2020 ensemble comedy movie Friendsgiving, further showcasing her enduring comedic talent. On television, she has made guest appearances in acclaimed shows such as Curb Your Enthusiasm, Search Party, Insatiable, and Arrested Development, proving her versatility across different comedic styles.

Christine married actor-director Ben Stiller in 2000, becoming a fixture in Hollywood power couples. They have two children together, daughter Ella Olivia and son Quinlin Dempsey. After 17 years of marriage, they announced their separation in 2017. However, to the delight of fans, they reconciled and publicly confirmed their renewed relationship in 2022, often attending events together, including the 2019 Emmy Awards during their separation. Their story is a testament to enduring love and family bonds.

Matthew Glave

Matthew Glave
Matthew Glave then and now. (Everett Collection/AP)

Matthew Glave, 60, perfectly embodied the role of Glenn Gulia, Julia’s smarmy, self-absorbed, and ultimately detestable fiancé. Glenn was the quintessential “tool” of the film, providing the necessary antagonist for Robbie’s journey to win Julia’s heart. Glave’s portrayal made Glenn a character audiences loved to hate, a crucial element for any successful romantic comedy. His memorable lines and arrogant demeanor made him a standout, even among a cast of strong personalities.

Following his memorable turn in The Wedding Singer, Glave has maintained a prolific career as a character actor, appearing in a wide array of television shows and films. His television credits include guest and recurring roles in acclaimed series like Mad Men, Charmed, CSI: Crime Scene Investigation, ER, and The Closer, showcasing his ability to adapt to various dramatic and comedic tones. On the big screen, he has appeared in significant films such as the Oscar-winning drama Argo (2012), the historical epic First Man (2018), and the spy comedy Get Smart (2008). His latest notable role was playing Coach Bowden in the 2020 Disney+ movie Safety, a sports drama based on a true story. Glave’s consistent work across diverse projects highlights his reliability and talent as a supporting actor in Hollywood.

Billy Idol

Billy Idol
Billy Idol then and now. (MEGA/SplashNews)

Billy Idol, 68, delivered one of the film’s most iconic and delightful cameo appearances. As himself, the legendary punk rock icon plays a crucial role in helping Robbie Hart profess his love for Julia on an airplane, culminating in a singalong that perfectly encapsulates the film’s blend of humor and heartfelt emotion. His famous song “White Wedding” was not only featured prominently on the soundtrack but became an unofficial anthem for the film. Idol’s presence added an authentic 80s rock star vibe, making his scene an unforgettable highlight.

Even before The Wedding Singer, Billy Idol had long cemented his status as one of rock music’s most famous and influential figures. Rising to prominence in the late 1970s with the punk band Generation X, he launched a hugely successful solo career in the 1980s, becoming a global superstar with hits like “Rebel Yell,” “Dancing with Myself,” and “White Wedding.” His distinctive sneer, spiky blonde hair, and rebellious attitude made him an MTV staple and a symbol of punk-infused rock. After The Wedding Singer, Billy continued to tour extensively and released three more studio albums: Devil’s Playground (2005), Kings & Queens of the Underground (2014), and The Roadside (2021 EP). He also published his autobiography, Dancing with Myself, in 2014. More recently, he collaborated with Miley Cyrus on the song “Night Crawling,” a track from her critically acclaimed Plastic Hearts album (2020), proving his enduring relevance and appeal across generations. Billy Idol remains an active and celebrated artist, continuing to captivate audiences worldwide with his electrifying performances.

Angela Featherstone

Angela Featherstone
Angela Featherstone then and now. (Everett Collection/AP)

Angela Featherstone, 58, played Linda, the elusive and ultimately cruel ex-fiancée who breaks Robbie Hart’s heart in the film’s opening, setting the entire plot in motion. Her character served as the catalyst for Robbie’s downward spiral and subsequent romantic redemption. Linda’s brief but impactful role is remembered for her memorable, albeit self-centered, reasons for leaving Robbie at the altar, adding a touch of dramatic irony to the romantic comedy.

Following her role in The Wedding Singer, Featherstone continued her acting career with appearances in several films, including the ensemble comedy 200 Cigarettes (1999), the thriller The Guilty (2000) alongside Bill Pullman, and the supernatural horror film Soul Survivors (2001). On television, Angela appeared in a variety of popular shows, demonstrating her range across genres. Her TV credits include roles in legal drama The Guardian, the comedy series Exes & Ohs, and a guest spot in the revival of The Twilight Zone. Her latest credited roles were in 2016, with an appearance in the acclaimed TV show Ray Donovan and the independent film My Dead Boyfriend. While her screen appearances have become less frequent in recent years, Featherstone has also explored a career as a writer and activist, particularly focusing on mental health and social justice issues.

Alexis Arquette

Alexis Arquette
Alexis Arquette sadly passed away in 2016. (Everett Collection/AP)

Alexis Arquette starred as George Stitzer, Robbie Hart’s flamboyant and endearing friend, famously obsessed with Boy George. George brought significant comedic relief and a touch of the outrageous to The Wedding Singer, with his Boy George impersonations and quirky personality making him a fan favorite. His character added a vibrant dimension to Robbie’s circle of friends, offering unconditional support and some hilarious moments.

Alexis was part of the renowned Arquette acting family, which includes siblings David, Rosanna, Patricia, and Richmond Arquette. In addition to The Wedding Singer, Alexis appeared in a number of films in 1998, including the horror sequel Bride of Chucky. Throughout her career, she had additional roles in diverse films such as Last Exit to Brooklyn (1989), the teen romantic comedy She’s All That (1999), and she even reunited with Adam Sandler and Drew Barrymore in Blended (2014). Her television guest-starring credits were also extensive, including appearances in popular series like Felicity, Friends (where she played the character of “Homeless Girl”), and Californication. Alexis was known for her bold performances and for often pushing boundaries in her roles.

Beyond her acting career, Alexis was a prominent transgender woman and a passionate trans activist throughout her life, using her platform to advocate for LGBTQ+ rights and visibility. Her journey and openness about her identity were courageous and inspirational to many. Sadly, Alexis Arquette passed away in 2016 at the age of 47. Her family later revealed that she died from a heart attack, complicated by her battle with HIV, which she had bravely managed for 29 years. Alexis left behind a legacy not only as an actor but as a trailblazer and advocate for authenticity and acceptance.

Ellen Albertini Dow

Ellen Albertini DowEllen Albertini Dow passed away in 2015. (Everett Collection)

Ellen Albertini Dow played the absolutely lovable and unforgettable Rosie, the sweet elderly woman who exchanges singing lessons for meatballs with Robbie Hart. Rosie’s character became an instant fan favorite, especially for her surprisingly energetic and hilarious rendition of “Rapper’s Delight” by The Sugarhill Gang. Dow’s performance brought a unique blend of warmth, wit, and unexpected spunk to the film, proving that age is just a number when it comes to stealing scenes.

Remarkably, Ellen Albertini Dow only began her acting career in 1985, late in life after a long career as a drama and acting coach. Despite her late start, she accumulated a number of memorable roles, primarily playing feisty and endearing elderly characters. After The Wedding Singer, Ellen continued to grace the screen in movies like the Robin Williams vehicle Patch Adams (1998), the rom-com hit Wedding Crashers (2005), and Road Trip (2000). She also made numerous guest appearances on popular TV shows, including Hannah Montana, Shameless, Six Feet Under, and New Girl, showcasing her ability to bring memorable charm to any production. Her final film was in the 2013 independent movie Frank the Bastard. Ellen Albertini Dow passed away at the impressive age of 101 on May 4, 2015, leaving behind a legacy of laughter and heartwarming performances that continue to bring joy to audiences.