Entertainment The Best Gary Cole Movies  

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352 votes 70 voters 6.9k views 46 items

List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Gary Cole movies, ranked best to worst with movie trailers when available. Gary Cole's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Gary Cole movies is decided by how many votes they receive, so only highly rated Gary Cole movies will be at the top of the list. Gary Cole has been in a lot of films, so people often debate each other over what the greatest Gary Cole movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Gary Cole films to end the squabble once and for all.

If you think the best Gary Cole role isn't at the top, then upvote it so it has the chance to become number one. The greatest Gary Cole performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

List films include The Rising Place, Pineapple Express and more.

"This list answers the questions, "What are the best Gary Cole movies?" and "What are the greatest Gary Cole roles of all time?"
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Jennifer Aniston, John C. McGinley, Mike Judge
Office Space is a 1999 American comedy film written and directed by Mike Judge. The film satirizes the everyday work life of a typical mid-to-late-1990s software company, it focuses on a handful ...more
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17 4
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Amy Adams, Will Ferrell, Sacha Baron Cohen
Ricky Bobby (WILL FERRELL) has always dreamed of driving fast -- real fast -- like his father, Reese Bobby (GARY COLE), who left the family to pursue his racing dreams. Early on, Ricky’s mother, ...more
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Ben Stiller, Chuck Norris, Vince Vaughn
DodgeBall: A True Underdog Story, commonly referred to as DodgeBall, is a 2004 American sports comedy film produced by 20th Century Fox and Red Hour Productions, written and directed by Rawson ...more
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16 4
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Amber Heard, James Franco, Seth Rogen
Pineapple Express is a 2008 American stoner action comedy film directed by David Gordon Green, written by Seth Rogen and Evan Goldberg and starring Rogen and James Franco. Producer Judd Apatow, ...more
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Paris Hilton, Kate Bosworth, Ginnifer Goodwin
Win a Date with Tad Hamilton! is a 2004 romantic comedy film directed by Robert Luketic and starring Kate Bosworth, Topher Grace, and Josh Duhamel.
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10 2
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Clint Eastwood, John Malkovich, Rene Russo
In the Line of Fire is a 1993 American action thriller film directed by Wolfgang Petersen, and starring Clint Eastwood and John Malkovich. Written by Jeff Maguire, the film is about a ...more
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RuPaul, Christine Taylor, Shelley Long
The Brady Bunch Movie is a 1995 American comedy film based on the 1969–1974 television series The Brady Bunch. The film features all the original regular characters, all played by new actors. It ...more
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13 5
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Billy Bob Thornton, Bill Paxton, Bridget Fonda
A Simple Plan is a 1998 American neo-noir thriller film, and an adaptation of the 1993 novel of the same name by Scott B. Smith, who also wrote the screenplay. Directed by Sam Raimi, the film ...more
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8 1
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Ryan Phillippe, Laura Linney, Chris Cooper
Breach is a 2007 American historical and political thriller film directed by Billy Ray. The screenplay by Ray, Adam Mazer and William Rotko is based on the true story of Robert Hanssen, an FBI ...more
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8 1
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Charlie Sheen, Winona Ryder, Corey Haim
Lucas is a 1986 American teen tragicomedy film directed by David Seltzer and starring Corey Haim, Kerri Green, Charlie Sheen and Courtney Thorne-Smith. The film was Winona Ryder's screen debut.
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8 2
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Rosie O'Donnell, David Spade, Barbara Eden
A Very Brady Sequel is a 1996 comedy film and sequel to 1995's The Brady Bunch Movie. Both films are Spoofss to the classic 1969–1974 television sitcom The Brady Bunch. The film was directed by ...more
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8 2
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Eddie Murphy, Famke Janssen, Owen Wilson
I Spy is a 2002 American spy comedy film starring Eddie Murphy and Owen Wilson. The film was directed by Betty Thomas, and based on the television series of the same name that aired in the 1960s ...more
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Kaley Cuoco, Russell Brand, Hugh Laurie
I Hop is a 2011 comedy film directed by Tim Hill and written by Ken Daurio and Cinco Paul.
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Robin Williams, Connie Nielsen, Clark Gregg
One Hour Photo is a 2002 American psychological thriller film written and directed by Mark Romanek and starring Robin Williams, Connie Nielsen, Michael Vartan, Gary Cole, and Eriq La Salle. ...more
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6 2
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Katie Holmes, Cate Blanchett, Keanu Reeves
The Gift is a 2000 American supernatural thriller film directed by Sam Raimi, written by Billy Bob Thornton and Tom Epperson and based on the alleged psychic experiences of Thornton's mother. ...more
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6 2
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Hilary Duff, Sarah Gadon, Aimee Garcia
Cadet Kelly is a 2002 Disney Channel Original Movie starring Hilary Duff. The film premiered with 7.8 million viewers. It is Duff's second starring film role, her first being Casper Meets Wendy. ...more
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5 1
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Naomi Watts, Emily VanCamp, Mary Elizabeth Winstead
The Ring Two is a 2005 American psychological horror film, and a sequel to the 2002 film The Ring, which was a remake of the 1998 Japanese film Ringu. Hideo Nakata, director of the original ...more
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Gary Cole, Wendy Makkena, Ron Lea
Lies He Told is a 1997 drama film directed by Larry Elikann.
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Sean Astin, Arielle Kebbel, Penn Dayton Badgley
Forever Strong is a sports film directed by Ryan Little and written by David Pliler and released on September 26, 2008. The film stars Sean Faris, Gary Cole, Neal McDonough, Sean Astin, Penn ...more
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7 4
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Jon Bon Jovi, Jared Padalecki, Lindy Booth
Cry Wolf a 2005 American horror/slasher mystery directed by Jeff Wadlow after he won $1,000,000 at the 2002 Chrysler Million Dollar Film Festival.
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Neil Patrick Harris, Jensen Ackles, Kelly Hu
Batman: Under the Red Hood is a 2010 American superhero film produced by Warner Bros. Animation and released by Warner Home Video. It is the eighth animated feature in the DC Universe Animated ...more
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4 1
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Son of the Morning Star Rosanna Arquette, David Strathairn, Dean Stockwell
Son of the Morning Star is a two-part TV miniseries released by Chrysalis based on Evan S. Connell's best-selling book of the same name. It starred Gary Cole and featured Dean Stockwell, Rosanna ...more
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4 1
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Alyson Hannigan, Sara Rue, Mary Kay Place
For My Daughter's Honor, also released as Indecent Seduction, is a 1996 American television film directed by Alan Metzger.
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4 1
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Jessica Biel, Jonathan Taylor Thomas, Gary Cole
I'll Be Home for Christmas is a 1998 Christmas family comedy film. It stars Jonathan Taylor Thomas, Jessica Biel, Adam LaVorgna, Gary Cole, Eve Gordon, Sean O'Bryan, and Andrew Lauer.
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3 0
Pop Rocks is listed (or ranked) 25 on the list The Best Gary Cole Movies
Pop Rocks Sherilyn Fenn, Gary Cole
Pop Rocks is a 2004 movie starring Gary Cole and Sherilyn Fenn.