Every Cameo in ‘Happy Gilmore 2’

Warning: This post contains spoilers for Happy Gilmore 2.

It’s been nearly 30 years since failed hockey player-turned-surprise golf sensation Happy Gilmore (Adam Sandler) stunned the world by defeating top pro Shooter McGavin (Christopher McDonald) in the 1996 Tour Championship, securing his first gold jacket and winning back his beloved grandma’s house.

Now, Sandler is reprising his role as the hot-headed but lovable Happy for Happy Gilmore 2, a long-awaited sequel that reveals how his life has turned out over the last three decades. Spoiler alert: Things haven’t been great for Happy since he accidentally hit and killed his loving wife Virginia (Julie Bowen) with one of his all-too-powerful drives, leaving their four sons, Gordie (Maxwell Jacob Friedman), Bobby (Philip Schneider), Wayne (Ethan Cutkosky), and Terry (Conor Sherry), and daughter Vienna (Sandler’s daughter Sunny Sandler), without a mother. After turning to booze, running out of money, and once again losing his now-late grandma’s house, Happy is a shell of his former self. But when he returns to golf in an attempt to earn enough winnings to pay for Vienna’s fancy ballet school, it sets him on a crash course to face off with shady businessman Frank Manatee (Benny Safdie), the creator of a new stunt-based rival golf league dubbed Maxi Golf, and Manatee’s surgically-enhanced all-star Billy Jenkins (Haley Joel Osment).

While the original Happy Gilmore wasn’t a critical darling, it’s widely considered one of the most enduring ’90s comedy—and sports—classics. So it only makes sense the sequel would attract a multitude of comedy legends, prominent sports figures, and other notable names.

Here, in order of appearance, are all the cameos in Happy Gilmore 2, now streaming on Netflix.

Steve Buscemi

When Happy loses grandma’s old house for a second time following Virginia’s death, he and Vienna are forced to move to a seedier part of town where an off-putting neighbor played by longtime Sandler pal Buscemi (who has appeared in more than 15 of the Sandman’s films) keeps a close eye on their activities.

Jackie Sandler

Sandler’s real-life wife takes on the role of Vienna’s Boys & Girls Club dance instructor Monica, who secures Vienna a highly-coveted spot at the Paris Opera Ballet School by submitting a tape of her dancing.

The host of Jeopardy! makes a brief cameo in exactly that capacity when Vienna pulls up a clip from the quiz show in which Jennings reads out a clue to which Happy is the answer: “With his amazing long drives and hockey player’s temper, this golfer won the first of his six Tour Championships in 1996.”

Unfortunately, the contestants are stumped, striking out with incorrect guesses of “Happy Goldberg,” “Happy Gudenstein,” and “Skippy Goldenbaum” in quick succession.

John Daly

(L-R): Adam Sandler as Happy Gilmore and John Daly as himself in Happy Gilmore 2. Scott Yamano—Netflix

In the world of Happy Gilmore, it’s reasonable that unorthodox golf legend Daly (a real-life fan-favorite whose bold style and anti-establishment attitude changed the dynamic of professional golf) would be spending his retirement living in Happy’s garage.

When Happy arrives at the municipal golf course to test out his swing after a decade of inactivity and boozing, the starters working the course are portrayed by WNBA star Plum and Grammy-winning record producer Watt (who’s known for his collaborations with the Rolling Stones, Elton John, Ozzy Osbourne, Pearl Jam, and more, and has been referred to as the Rock Hall of Fame whisperer).

Margaret Qualley, Eric André, and Martin Herlihy

At the municipal course, Happy is grouped with three amateurs who are under the impression that a single lesson at Golf Hut will be a serious game-changer. Sally, Steiner, and Fitzy are played by The Substance star Qualley, comedian André, and Saturday Night Live‘s Please Don’t Destroy in-house sketch troupe member Herlihy, respectively.

Dan Patrick

The host of Sports Hole with Pat Daniels, who breaks the news of Happy’s drunken hijinks at the municipal course, is played by sportscaster and radio personality Patrick, the real-life host of The Dan Patrick Show.

The parole board at the Westford State Mental Hospital that deems Shooter unfit for release is made up of Drs. Hertz, Young, and Silver—a.k.a. Happy Gilmore co-writer Herlihy (father of the aforementioned Martin), current #1 ranked golfer on the LPGA Tour Korda, and former LPGA superstar Lopez.

Jonathan Loughran

Another longtime member of Sandler’s film entourage, Loughran pops up as the so-called “crazy eye orderly” who eventually releases Shooter back into public life after his 29-year stint in a mental institute.

Sadie Sandler

Charlotte, Happy’s main ally at the Healing Alkies for Life (H.A.L.) alcohol treatment program, is played by Sandler’s older daughter Sadie. Clearly, Sandler loves a family affair.

Kym Whitley

Bessie, the overenthusiastic member of H.A.L. who doesn’t seem to understand the support group is intended to be anonymous, is brought to life by comedian Whitley.

Ben Stiller as Hal L. in Happy Gilmore 2. Netflix

Reprising his role from the first movie, Stiller is back in peak tormenter form as retirement home orderly-turned-addiction support group leader Hal L. Naturally, his preferred method of therapy still revolves around manual labor that saves him some time and effort in his own life. You’re in his world now, Happy.

Alix Earle, Sean Evans, Bobby Lee, Andrew Santino, Cam’ron, and Treasure Wilson

The real-life hosts of Hot Mess, Hot Ones, Bad Friends, and Talk with Flee all bring on Manatee as a guest during his press circuit to promote Maxi Golf.

Read More: Benny Safdie on Playing the Villain in Happy Gilmore 2

Model and former pro golfer Spiranac briefly appears as Wendy, a Dick’s Sporting Goods employee who helps Happy pick out some new clubs.

Blake Clark

Clark, another Sandler movie regular, shows up as the old man on the beach who makes a poor attempt at assisting with Happy’s training.

Jon Lovett

Credited simply as “dapper man,” Lovett’s hits at the driving range are continually thwarted by Happy decimating his balls with his own much-more-powerful drives.

Dennis Dugan

Dugan, the director of the original Happy Gilmore, is back in his role as Tour Championship commissioner Doug Thompson for the sequel.

The Tour Champions Dinner pros

If there’s one thing Happy Gilmore 2 is chock-full of, it’s professional golf cameos. During the Tour Champions dinner scene, retired golf legends Fred Couples, Nick Faldo, Jack Nicklaus, Corey Pavin, and Lee Trevino (of “Grizzly Adams did have a beard” fame from the original) are all seated at or near Happy’s table. Current pros Jordan Spieth, Xander Schauffele, Rickie Fowler, Keegan Bradley, and Collin Morikawa are also in the room.

Kansas City Chiefs tight end and Taylor Swift boyfriend Kelce shows off his acting chops as a waiter at the Tour Champions Dinner who makes a big show out of wanting to impress the golfers.

Bad Bunny

Busboy-turned-caddy Oscar is more than a cameo role, but we’re including him here anyway since he’s played by global reggaeton phenom Benito Antonio Martínez Ocasio—or as most know him, Bad Bunny.

Verne Lundquist and Jack Giarraputo

Once again playing himself, sportscaster Lundquist pairs back up with his fictional partner Jack Beard (played by Happy Gilmore producer Giarraputo) to announce the Tour Championship.

The Tour Championship golfers

Rory McIlroy as himself in Happy Gilmore 2. Netflix.

Pro golfers Tony Finau, Will Zalatoris (the caddy Happy chokes out in the original), Justin Thomas, Bubba Watson, Scottie Scheffler, Bryson DeChambeau, Rory McIlroy, and Brooks Koepka all play alongside Happy in the U.S. Bank Tour Championship. Scheffler, DeChambeau, McIlroy, and Koepka later join Happy in the battle against the Maxi League golfers.

Kevin Nealon

Nealon’s Gary Potter, Happy’s onetime course partner who famously advised him to send his ball home in the first movie, now apparently works as a correspondent for the Tour Championship.

Rob Schneider

In Happy’s new and improved happy place fantasy, Schneider takes over the role of the tricycle cowboy and cheers Happy on with a rendition of his famous “You can do it!” line from The Waterboy, another beloved Sandler joint.

Marcello Hernandez

SNL cast member Hernandez joins in the fun as Oscar’s eccentric cousin Esteban—and volunteers to be pelted with golf balls by the pros as part of a training exercise.

Sports analyst Smith appears as himself to deliver some of his signature over-the-top commentary on Happy’s unexpected two days of success—and eventual third-day failure—at the Tour Championship.

Boban Marjanović

Some retconning of a scene from the first movie allows for Happy to feasibly recall Marjanović’s Drago Larson, the son of Happy’s old construction boss Mr. Larson (the late Richard Kiel) who has once again shown up to support Happy on the course. Oh, and Drago’s mother Judy just so happens to be played by Sandler’s mom (also named Judy).

Robert Smigel

Smigel’s IRS agent, who repossessed Happy’s grandma’s house in the first movie and was subsequently thrown through a glass door, returns as a lawyer who takes on Happy’s case after he runs into trouble at the Tour Championship.

Lavell Crawford

Comedian and Breaking Bad alum Crawford appears as Slim Peterson, the son of Happy’s late mentor Chubbs (the late Carl Weathers) who also sports a prosthetic hand and helps the Tour Championship pros train to defeat the Maxi golfers.

Rapper Post Malone takes on the mantle of DJ Omar Gosh, the third announcer at the Maxi Tour Challenge alongside the tried-and-true Verne Lundquist and Jack Beard.

The Maxi League golfers

In addition to Billy, Manatee’s team of clownish Maxi League contenders is made up of Harley (actor Oliver Hudson), Screech (actor Fernando Marrero), 8 Ball (former NFL star Reggie Bush), Flex (pro wrestler Rebecca Quin), and Medusa (pro wrestler Nikki Garcia).

Guy Fieri

The starter at the Maxi Tour Challenge is none other than Food Network icon Fieri. Because who else would it be?

Eminem

When Manatee realizes Happy and his fellow pros aren’t going down easy, he calls in some backup in the form of the son of Shooter’s Sizzler-loving lackey Donald (the late Joe Flaherty) from the original. Naturally, this role belongs to Eminem, who gets out a good ol-fashioned “Jackass!” before Happy’s sons toss him into an alligator-infested water hazard.

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