Adam Sandler Reveals How He Got Eminem to Make a Cameo in ‘Happy Gilmore 2’

Happy Gilmore 2 boasts a plethora of cameos, with one of the standouts being Eminem. Adam Sandler joined The Dan Patrick Show earlier in July, where he revealed how he got Slim Shady to be involved with the anticipated Netflix sequel.

Sandler admitted he hates bugging his friends for cameos, and was reluctant to reach out to Em for the film. “”I love Eminem. I’m friends with Eminem, but I don’t want to bother the man,” he said in the interview. “And everybody kept saying, ‘Man, Eminem would be so funny in this part.’ I was like, ‘I don’t want to ruin this guy’s time. He’s hanging out. He’s in Detroit. He’s doing his life making records.'”

More from Billboard

• Jelly Roll & Shaboozey to Headline Australia's Strummingbird Festival

• Roze Oficial, Max Carra, Valen & Ramky En Los Controles Rule Billboard Argentina Hot 100 Chart For Third Week With 'Tu Jardín Con Enanitos'

• Kesha Announces Australian Return With 2026 Tour Dates

Eventually, Sandler said he was convinced by others on the set to give the rapper a call. “Let me bug Marshall and give him a call and say, ‘Dude, I know it’s a pain in the a—, but it’s pretty funny. You mind shooting out to us for a day?'” To which Eminem obliged, apparently saying “‘Yeah, send me the stuff.'”

Fans of the original 1996 comedy will remember the character of Donald, portrayed by the late comedian Joe Flaherty, who repeatedly interrupts Happy’s backswing, calling him a “jacka—.” In the new film, Eminem plays Donald’s son, who returns to heckle the golfer in his father’s honor.

Sandler also recalled meeting Eminem on the set of Saturday Night Live when he was no longer part of the cast in 1999. Em referred to Sandler as his Waterboy character, Bobby Boucher.

“I remember the first time I met him. I was at SNL. I wasn’t on the show anymore,” he said. “And I was at a table with all my guys and he was the musical guest with [Dr. Dre] and we were at the afterparty, and then Marshall walked by our table and he looked at me and I looked at him like, ‘Oh yeah, that kid’s pretty damn cool.’ And then he goes ‘Bobby Boucher! I go, ‘Oh yes, that’s what’s up, Marshall.’ And then we became friendly after that.”

With Happy Gilmore 2 hitting Netflix, it’s not the first time Sandler and Eminem have co-starred, as the rap icon also appeared in 2009’s Funny People with Sandman.

Watch the interview with Adam Sandler below:

Best of Billboard

• Chart Rewind: In 1989, New Kids on the Block Were 'Hangin' Tough' at No. 1

• Janet Jackson's Biggest Billboard Hot 100 Hits

• H.E.R. & Chris Brown 'Come Through' to No. 1 on Adult R&B Airplay Chart

Sign up for Billboard's Newsletter. For the latest news, follow us on Facebook, Twitter, and Instagram.