Ben Stiller and James Downey in Downey Wrote That (2025)

Ben Stiller and Anne Meara in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller, Jerry Stiller, Anne Meara, and Amy Stiller in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller, Jerry Stiller, and Anne Meara in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller, Jerry Stiller, Anne Meara, and Christine Taylor in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller and Christine Taylor in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller and Ella Stiller in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller and Amy Stiller in Stiller & Meara: Nothing Is Lost (2025)

Ben Stiller, Amy Stiller, and Dawn Eaton in Stiller & Meara: Nothing Is Lost (2025)

Christopher Walken and Ben Stiller in Stiller & Meara: Nothing Is Lost (2025)

Adam Sandler and Ben Stiller in Happy Gilmore 2 (2025)

Ben Stiller, Kym Whitley, and Sadie Sandler in Happy Gilmore 2 (2025)

Ben Stiller in Night at the Museum (2006)

Robert De Niro, Eddie Murphy, Ben Stiller, and Owen Wilson in Showtime (2002)

Robin Williams, Ben Stiller, Patrick Gallagher, Mizuo Peck, Rami Malek, and Crystal the Monkey in Night at the Museum (2006)

Ben Stiller, Patrick Gallagher, Mizuo Peck, and Crystal the Monkey in Night at the Museum (2006)

Hank Azaria, Janeane Garofalo, William H. Macy, Paul Reubens, Ben Stiller, Kel Mitchell, and Wes Studi in Mystery Men (1999)

Ben Stiller, Malin Akerman, and Michelle Monaghan in The Heartbreak Kid (2007)