Rob Schneider in the context of "The Waterboy"

Big Daddy is a 1999 American comedy-drama film directed by Dennis Dugan, and written by Steve Franks, Tim Herlihy, and Adam Sandler. The film stars Sandler, Joey Lauren Adams, Jon Stewart, Rob Schneider, Dylan Sprouse, Cole Sprouse, and Leslie Mann. The plot follows a 32-year-old man whose girlfriend leaves him for not accepting responsibility and then tries to be responsible by adopting a five-year-old boy who appears on his doorstep.

Big Daddy was released in the United States on June 25, 1999, by Columbia Pictures, and received mixed reviews from critics. It was a success at the box office, grossing $235 million on a $34 million budget. It was nominated for five Golden Raspberry Awards and Sandler won the Worst Actor category.

50 First Dates is a 2004 American romantic comedy film directed by Peter Segal and starring Adam Sandler and Drew Barrymore, with Rob Schneider, Sean Astin, Lusia Strus, Blake Clark, and Dan Aykroyd in supporting roles. It follows the story of Henry Roth, a womanizing marine veterinarian who falls for an art teacher named Lucy Whitmore. When he discovers she has amnesia, and forgets him when she falls asleep, he resolves to win her over again each new day.

Most of the film was shot on location in Oahu, Hawaii, on the Windward side and the North Shore. Sandler and Barrymore won an MTV Movie Award for Best On-Screen Team.

Grown Ups is a 2010 American comedy film directed by Dennis Dugan, written by Adam Sandler and Fred Wolf, produced by Sandler and Jack Giarraputo, and starring Sandler, Kevin James, Chris Rock, David Spade, and Rob Schneider, with Salma Hayek, Maria Bello, and Maya Rudolph in supporting roles. The film's plot tells the story of five lifelong friends who won their junior high school basketball championship in 1978. They reunite three decades later for a 4th of July weekend after learning about the death of their former coach.

Produced by Sandler's Happy Madison Productions in collaboration with Relativity Media, Grown Ups was released in the United States on June 25, 2010, by Columbia Pictures. Despite receiving negative reviews from critics, it grossed $272.2 million and led to a sequel, Grown Ups 2, in 2013.