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What The Happy Gilmore Cast Looks Like Today

Actor, writer, comedian, and producer Adam Sandler has had a lot of ups and downs over the years, creating a few critically acclaimed movies but also releasing several projects that were almost universally panned by critics and fans alike. One thing that everyone can largely agree on, however, is that "Happy Gilmore" is one of Adam Sandler's best comedy movies and is fondly remembered by fans of '90s comedies.

Following directly from the success of "Billy Madison," this tale of a hockey player who turns to golf after discovering he can drive the ball more than 400 yards established Sandler as a bankable comedy star. The story sees Gilmore becoming a professional golfer in an effort to rescue his grandmother's repossessed house. Along the way, he competes in a variety of championships while facing off against his new nemesis, Shooter McGavin.

With the movie launching in theaters way back in 1996, it might surprise you to learn just what the cast looks like today. Many of the actors involved in the film have gone on to bigger and better things in the more than two decades since it was released, but all of them look very different to when they appeared in "Happy Gilmore."

Adam Sandler

Before appearing in "Happy Gilmore," Adam Sandler had already established himself as a major player in the world of comedy. He was a regular cast member on "Saturday Night Live" between 1990 and 1995 and then went on to co-write and star in "Billy Madison." The movie proved successful enough, earning more than $25 million according to Box Office Mojo, that the actor was given further opportunities in Hollywood. His next project was "Happy Gilmore," the second movie he produced with writing partner Tim Herlihy and his first partnership with frequent collaborator Dennis Dugan.

While "Happy Gilmore" wasn't a blockbuster hit, it was commercially successful and praised enough by critics to ensure Sandler's Hollywood career would continue. He kept making comedies throughout the 1990s, including films such as "The Waterboy" and "The Wedding Singer."

While many of his more recent comedies have been heavily trashed by critics, Sandler has been praised for his work on the likes of "Spanglish," "Reign Over Me," and "Uncut Gems." Despite receiving what The Guardian described as a record number of Razzie nominations, Sandler has gone on to sign a lucrative deal with Netflix that has seen him produce a number of movies and a highly acclaimed stand-up special in the form of "100% Fresh."

Christopher McDonald

Every good movie needs a villain or antagonist for the hero to battle against and Christopher McDonald provided this in "Happy Gilmore." The actor played pro golfer Shooter McGavin, a man determined to keep golf free of Gilmore's antics and get his hands on the fictional but highly coveted gold jacket. As one of the top athletes on the pro tour, McGavin goes to extreme lengths to try and enforce golf etiquette and ensure that Gilmore doesn't succeed in winning the prestigious Tour Championship. He even goes as far as hiring a heckler to distract his rival on the golf course.

Before the actor was cast in the 1996 comedy, he was known for his role in "Thelma and Louise" as Darryl Dickinson. He had a history of playing villains, along with credits in "Grease 2," "The Boys Next Door," and "Grumpy Old Men." After "Happy Gilmore," McDonald appeared in the likes of "Flubber" and "The Faculty" before appearing in more recent movies such as "American Pie Presents: The Naked Mile" and "Deep in the Valley." In 2021 he became a regular on the show "Hacks," and Deadline reported that he is due to have a role in the upcoming Disney+ series "Secret Invasion."

Julie Bowen

As one of the three main characters in "Happy Gilmore," Julie Bowen portrays Virginia Venit, the public relations director for the Pro Golf Tour who becomes romantically involved with Gilmore. Although she initially spurns his advances, Venit later begins to fall for him after spending more time with the amateur golfer. The character ultimately plays a vital role in keeping Gilmore on the tour and helping him to establish sponsorship deals.

Bowen is perhaps best known for her role as Claire Dunphy in the hit ABC sitcom "Modern Family." She portrayed the character throughout the show's run and earned two Emmy Awards for her performance in 2011 and 2012, along with several other nominations.

Throughout the '90s and '00s, Bowen also had a series of roles in other television shows, including a stint on "ER" as Roxanne Please, a string of episodes on "Lost" portraying Sarah Shephard, and a long-running spot as Denise Bauer on the drama series "Boston Legal." As well as appearing on television, Bowen has also continued to take movie gigs, joining the cast of "Joe Somebody" in 2001, "Horrible Bosses" in 2011, and "The Fallout" in 2021.

Carl Weathers

Before appearing in "Happy Gilmore" as Gilmore's golf coach and mentor Chubbs Peterson, Weathers was a familiar face in a wide range of Hollywood movies. His biggest role was arguably the character of Apollo Creed in the "Rocky" movies, while he also starred alongside Bryan Genesse in the television series "Street Justice" between 1991 and 1993. Before acting, he played professional football for the Oakland Raiders, appearing in eight games before being released.

After "Happy Gilmore," Weathers continued his acting career and even reprised his role as Chubbs in the 2000 movie "Little Nicky" with Sandler. He then went on to play a fictional version of himself who helps tutor Tobias in the sitcom "Arrested Development." As a voice actor, he has portrayed Combat Carl in the "Toy Story" series across various movies, television series, and specials, and would later voice Omnitraxus Prime in "Star vs. the Forces of Evil." More recently, he's had a regular role as Greef Karga in "The Mandalorian," with the actor confirming on Twitter that he'll be returning for the third season.

Allen Covert

Many people may not even recognize Allen Covert in "Happy Gilmore." That's because his character, Otto, sports a large shaggy beard for much of the film that hides a lot of his face. Otto is a homeless man who becomes Gilmore's caddy on tour and plays a prominent part in helping the golfer win the Tour Championship. He got the role in the movie after meeting Sandler at New York University, with Covert revealing that the pair have been good friends since their college days in an interview with Kendall Talks TV.

Like many of Sandler's close associates, Covert has collaborated frequently with the comedian. In fact, he has appeared in almost every single Sandler movie in some form. After "Happy Gilmore," he had more significant roles in the likes of "The Wedding Singer" and "Little Nicky." However, in the latest films, he has largely only had minor parts but is credited as part of the crew on IMDb. According to Variety, he is also an important figure at Happy Madison Productions, where he has served as a writer and producer on many films.

Ben Stiller

Although he's uncredited, Ben Stiller has a relatively large role in "Happy Gilmore" as Hal L. This character is a cruel and devious orderly who works at the nursing home where Gilmore's grandmother moves after leaving her repossessed house. While he outwardly appears warm and kind at first, it is later shown that he takes advantage of the elderly residents under his care, forcing them to work for him.

Stiller's uncredited role in "Happy Gilmore" might have been somewhat surprising, considering that the actor had appeared in a number of movies in the late '80s and early '90s and even had his own television series in the form of "The Ben Stiller Show." Yet Stiller and Sandler were both comedians who started on "SNL," and have even admitted in an interview with USA Today that fans often confuse the pair. Stiller later reprised his role as the orderly in the 2020 movie "Hubie Halloween."

After "Happy Gilmore," Stiller became one of the biggest names in comedy, writing and starring in films such as "Zoolander," "Dodgeball," "Meet the Parents," and "Night at the Museum." He also voiced Alex the lion in the "Madagascar" animated film series and directed "The Secret Life of Walter Mitty" in 2013. Over the course of the last few years, he has largely remained behind the camera, working as a director and producer on numerous television and movie projects.

Kevin Nealon

Nealon was a regular cast member on "SNL" at the same time that Sandler made his debut on the show and became a huge star, so it makes sense that they would collaborate during their early years. He appeared in "Happy Gilmore" as professional golfer Gary Potter, a man who plays alongside Sandler's character and offers some advice to the newcomer. Following this, he returned for a number of other Sandler movies, such as "The Wedding Singer," "Little Nicky," and "Anger Management."

In the early '00s, Nealon had a recurring role on "Still Standing" and then went on to portray Doug Wilson in the Showtime comedy-drama "Weeds," as part of the main cast alongside Mary-Louise Parker, Justin Kirk, Hunter Parrish, and Alexander Gould. Meanwhile, he has also hosted "The Conspiracy Zone" and "World's Funniest Commercials" and played one of the lead characters in the stop-motion animated sitcom "Glenn Martin, DDS."

In addition to his TV and movie projects, Nealon has also produced his own internet series on YouTube called "Hiking With Kevin," where he invites a celebrity guest and interviews them while hiking on a variety of trails in Los Angeles.

Peter Kelamis

Peter Kelamis is a Canadian comedian who is known for voice acting and doing impressions of famous figures. In "Happy Gilmore," he plays a golf caddy employed by Gary Potter, who's portrayed by Kevin Nealon. It's a relatively minor character in the movie, but did provide him with one of his first movie roles. He had previously landed parts on television in "The Commish" and "Hawkeye."

According to the MCP Talent Agency, Kelamis has continued to work as a stand-up comedian over the last 30 years. He also played Dr. Adam Brody on "Stargate Universe," while making a variety of appearances in other television series and movies. However, the actor is perhaps best known for his voice work, portraying a number of characters in animated shows. These include Rolf in "Ed, Edd n Eddy" and Tail Terrier in "Krypto the Superdog." Kelamis was also responsible for providing the voice for Goku in certain English dubs of "Dragon Ball Z."

Dennis Dugan

Although fans of "Happy Gilmore" will recognize Dennis Dugan from the movie, he played a far bigger role than simply portraying one of the characters. In addition to playing Doug Thompson, the commissioner of the Pro Golf Tour and the man who decides the fate of Gilmore, Dugan actually directed the flick. Speaking to The Independent in 2013, he revealed that he got the job of directing the movie after previously trying to hire Sandler for another project he was shooting.

This first collaboration between Dugan and Sandler would not be the last. "Happy Gilmore" sparked a relationship that has lasted three decades, with Dugan directing many Happy Madison Productions films. These have included "Big Daddy," "Grown Ups," "Jack and Jill," and "You Don't Mess with the Zohan." He has also appeared in several of these projects in minor roles. In 2020, he directed and co-wrote the romantic comedy "Love, Weddings and Other Disasters," although it went on to gross just $900,000 worldwide, according to Box Office Mojo.

Joe Flaherty

Although Joe Flaherty is not in "Happy Gilmore" all that much, he does play a pivotal role in the film. He portrays Donald, a fanatical Shooter McGavin fan who will do anything to get close to his idol. The pro golfer hires him to heckle Happy in an attempt to force Gilmore to lose his temper, so he will be kicked off the tour. By the end of the film, he is crazed enough to drive his car onto the course and hit Gilmore, injuring him in the final of the Tour Championship.

Prior to appearing in "Happy Gilmore," Flaherty was known for being one of the main talents on the Canadian sketch comedy show "SCTV." He went on to appear in minor roles in a series of movies throughout the '80s. Yet he is probably most recognized outside of the Sandler film for his portrayal of Harold Weir in the 1999 series "Freaks and Geeks," where he was part of the main cast alongside Linda Cardellini, James Franco, Seth Rogen, John Francis Daley, and Samm Levine.

Jared Van Snellenberg

Jared Van Snellenberg will likely not be a name that many people recognize and that's because he has only been in a handful of movies and television series since his debut in "Happy Gilmore." The 41-year-old plays the golf caddy who is assigned to Gilmore at his first tournament at the Waterbury Open, before he hires Otto permanently. He only appears in the film for a few scenes and is likely forgotten by many viewers.

He did continue to act following the release of "Happy Gilmore" and appeared in a variety of movies and television series, including "Rat Race," "Robin of Locksley," and "Agent Cody Banks." According to IMDb, his final role was an uncredited appearance in "Air Bud: Spikes Back" in 2003.

Outside of acting, Van Snellenberg is an Assistant Professor of Psychiatry at Stony Brook Medicine, having gained his Ph.D. in Psychology from Columbia University in 2012. PubMed confirms that he continues to publish research papers and journals to this day.

Bob Barker

From 1972 until 2007, Bob Barker was the host of the television game show "The Price is Right." As one of the most recognizable men on TV in the United States, it may have shocked some people to see him appear in "Happy Gilmore." The presenter plays a fictionalized version of himself who teams up with Gilmore in the Pepsi pro-am event. When Donald manages to put Gilmore off his game, he and Barker get into an argument that ends up in a fight. The confrontation between the pair won the 1996 MTV Movie Award for Best Fight.

Barker continued to present "The Price is Right" for more than a decade after "Happy Gilmore" was released, before retiring after 50 years in television, according to Reuters. However, he has made some special guest appearances on the show and worked on other projects, such as an autobiography that was released in 2009. He has also been involved in commercials for various companies and even made a guest appearance on an episode of "SpongeBob SquarePants," where he played a snail rescue center operator known as Bob Barnacle (via Yahoo!).

Verne Lundquist

Before his appearance in "Happy Gilmore," Verne Lundquist was already a familiar face and voice across America. That's because he was a well known sportscaster who has worked on a variety of different sports, including college football, NFL, golf, basketball, and the Olympics. Working with CBS, he has called the Masters almost every year since 1983 and Saturday Down South confirms that he still makes regular appearances. So he would seem like a natural choice to appear in a golf film to help it feel genuine.

He has since been inducted into the Sports Broadcasting Hall of Fame in recognition of his more than 50 years of service as a commentator and announcer. Throughout the '90s, '00s, and even the last decade, Lundquist continued to call sports games but largely retired in 2016 (via SB Nation), although he has made appearances on television and has not completely stopped broadcasting.

Lee Trevino

Lee Trevino is a former professional golfer who was well known for not only being a great athlete but also a witty person. He could entertain viewers with his play and humor, so it makes sense that the producers of "Happy Gilmore" would come knocking on his door when they wanted a pro golfer to add to the cast and lend some credibility. Trevino won six majors during his career, coming first twice in the U.S. Open, The Open Championship, and the PGA Championship.

He appears as himself in the movie, often showing up for just a few moments to shake his head and disapprove of what Gilmore is doing. While Trevino's part in the film was inoffensive, he later revealed that he regretted doing the movie. Speaking at the University of Texas in 2013, he said (via the LA Times), "If [I'd known] they were going to use all those foul words in there, I never would have done it."

In an interview with Sports Illustrated, he confirmed that he still plays golf regularly and takes part in events. While he has tried broadcasting and other jobs, his love of golf keeps him playing the sport rather than doing other things.

Robert Smigel

Robert Smigel first came to the public's attention in 1985, when he became a writer and later a producer on "Saturday Night Live." He would occasionally appear on camera, but worked mostly with the other writers to come up with sketches and material for the show. It was at this time that he met Adam Sandler, who became a cast member on the series in the early '90s. Smigel joined "Happy Gilmore" in a minor role, playing the IRS agent who repossesses Gilmore's grandmother's house and later puts it up for auction.

Before appearing in "Happy Gilmore," Smigel had a small role in "Wayne's World 2." He has continued to act and write, appearing in a variety of movies and television series over the years, That includes several Sandler projects, such as "The Wedding Singer," "Little Nicky," and "Pixels." Their collaboration has lasted several years, with Smigel telling the LA Times that he "is 100% on top of every movie" that he works on. Smigel is probably best known for co-writing and producing "Hotel Transylvania" and its sequel, in which he also voiced Marty and a number of other characters.

Frances Bay

Although Frances Bay does not play one of the main characters in "Happy Gilmore," much of the action revolves around her. She plays Gilmore's grandmother and is distraught when the IRS takes her home because she owes $270,000 in taxes. Gilmore only joins the tour and becomes a professional golfer as a way of trying to save the home for his grandma. According to The Huffington Post, Bay had been an actress since the early 1930s, when she first worked on the radio before transitioning to television and film in the 1970s.

"Happy Gilmore" was far from her last role. Following the comedy, she appeared in a variety of movies and television shows, including "Inspector Gadget," "The Wedding Planner," "ER," and "Grey's Anatomy." Her final role was in the sitcom "The Middle," where she played Ginny Freehold during the first two seasons. Bay passed away in 2011 at the age of 92, with the New York Times stating that her death was due to complications from pneumonia.

Richard Kiel

Richard Kiel appeared in the 1970s James Bond movies "The Spy Who Loved Me" and "Moonraker" as Jaws, arguably one of the greatest villains in the history of the 007 franchise. During the height of his career, he also had roles in "The Longest Yard" and "Silver Streak" but found new fame after portraying Mr. Larson in "Happy Gilmore." Larson is Gilmore's former boss and someone who looks out for him as he becomes a professional golfer, threatening McGavin several times throughout the movie.

"Happy Gilmore" ended up being one of Kiel's final roles. According to Reuters, he largely retired from acting after suffering injuries in an auto accident. However, he did appear in "Inspector Gadget" as a parody of his Jaws character in 1999. His last major role came in 2010, when he provided the voice for the character of Vladimir in the Disney animated movie "Tangled." He passed away in 2014 from a heart attack at the age of 74.