‘Bedtime Stories’ (2008)
Worldwide earnings: $221 million
Starring Sandler, Keri Russell and Russell Brand, this fantasy comedy involves Sandler’s Skeeter Bronson telling a cynical bedtime story to his sister’s kids, and then navigating the challenges that come about when the same story plays out in real life. It was nominated for two Blimp Awards — Best Movie and Best Movie Actor (Adam Sandler).
‘Just Go With It’ (2011)
Worldwide earnings: $215 million
It was hard to go wrong at the box office with a breakout performance from Brooklyn Decker and the screen presence of Jennifer Aniston in her prime. Sandler earned the Razzy’s Worst Actor award, but he and Aniston together won the Teen Choice: Chemistry award at Fox’s 2011 Teen Choice Awards.
‘You Don’t Mess With the Zohan’ (2008)
Worldwide earnings: $204 million
Sandler’s Midas touch struck yet again when he kicked seriously funny butt as a superhuman Israeli counter-terrorist.
’50 First Dates’ (2004)
Worldwide earnings: $199 million
Shot mostly in Hawaii, Sandler and Drew Barrymore co-star in the second of what’s been three mega-hits for the pair. Their on-screen chemistry gained them the MTV Movie and TV Awards’ GOAT Dynamic Duo title in 2020.
‘Anger Management’ (2003)
Worldwide earnings: $196 million
The star-studded cast is led by Jack Nicholson and Sandler, and amply supplemented by Marisa Tomei, Woody Harrelson, John Turtorro and John C. Reilly. There’s also cameo appearances from anger experts John McEnroe and Bobby Knight, along with Derek Jeter.
Check out this funny highlight.