Film The Best Gary Cole Movies  

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346 votes 66 voters 6.6k 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?"
list ordered by

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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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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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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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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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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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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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Billy Bob Thornton, Bill Paxton, Bridget Fonda A Simple Plan is a 1998 American neo-noir crime 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 ...more

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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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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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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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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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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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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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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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Jon Bon Jovi, Jared Padalecki, Lindy Booth Cry Wolf a 2005 American horror/slasher murder 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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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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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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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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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.

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The Old Man and the Sea Patricia Clarkson, Anthony Quinn, Gary Cole Santiago goes out on his usual fishing trip and makes a huge catch, the biggest of his life. Then a shark attacks and tries to steal his catch. Santiago battles with the shark for days. He ...more

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The Chicago 8 Mayim Bialik, Darren Criss, Danny Masterson The Chicago 8 is a 2011 film written and directed by Pinchas Perry.

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Jeffrey Jones, Anna Gunn, Gary Cole Santa Fe is a 1997 comedy drama film directed by Andrew Shea.

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Raven-Symoné, Jean Smart, Gary Cole Dr. Drakken has an evil new plot for world domination, but his ultimate success depends upon finding out KP's weakness which may involve a new hottie at Middleton High School named Eric, who ...more

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Josh Hartnett, Radha Mitchell, Gary Cole Mozart and the Whale is a 2005 romantic comedy-drama film starring Josh Hartnett and Radha Mitchell, and directed by Petter Næss.

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Tupac Shakur, James Earl Jones, Dennis Quaid Gang Related is a 1997 American crime thriller film written and directed by Jim Kouf starring James Belushi, Tupac Shakur, Dennis Quaid, Lela Rochon, David Paymer and James Earl Jones. The film ...more

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DC Showcase: The Spectre is listed (or ranked) 32 on the list The Best Gary Cole Movies
DC Showcase: The Spectre Alyssa Milano, Gary Cole DC Showcase: The Spectre is a 2010 short animated film, directed by Joaquim Dos Santos and written by Steve Niles, featuring Gary Cole as Detective Jim Corrigan, whose suspects are brought to ...more

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Alan Arkin, Virginia Madsen, Gary Cole A Matter of Principle is a 1982 TV movie directed by Gwen Arner.

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Kim Possible: The Secret Files is listed (or ranked) 34 on the list The Best Gary Cole Movies
Kim Possible: The Secret Files Raven-Symoné, Mayim Bialik, Ricardo Montalbán Kim Possible: The Secret Files is a 2003 animated family action film directed by Chris Bailey and Steve Loter.

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Gary Cole, Sarah Drew, Susanna Thompson American Pastime is a 2007 film set in the Topaz War Relocation Center, a Utah prison camp which held thousands of people during the internment of Japanese Americans during World War II. While ...more

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Willie Nelson, Sherilyn Fenn, April Scott The Dukes of Hazzard: The Beginning is a 2007 American television film. The film is a prequel to the 2005 theatrical-release film The Dukes of Hazzard. An edited version of the film debuted on ...more

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Val Kilmer, Jennifer Esposito, Gary Cole Conspiracy is a 2008 action/drama film released direct-to-video on March 18, 2008. The film is influenced by the classic western film noir thriller Bad Day at Black Rock, which itself was an ...more

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Terence Stamp, Gary Cole, Ivana Miličević Kiss the Sky is a 1999 film drama directed by Roger Young. The plot follows two men in their forties, friends since college, who travel together on a business trip to the Philippines. There they ...more

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The Rising Place Liam Aiken, Gary Cole, Frances Fisher The Rising Place is a 2001 drama film directed by Tom Rice.

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Say Hello to Stan Talmadge is listed (or ranked) 40 on the list The Best Gary Cole Movies
Say Hello to Stan Talmadge Jennifer Coolidge, Gary Cole, Riki Lindhome

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Gary Cole, Rosanna Arquette, Dean Stockwell Son of the Morning Star is a 1984 non-fiction book written by Evan S. Connell, on the subject of General George Armstrong Custer, with the subtitle 'Custer and the Little Bighorn'. A 1991 ...more

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Demi Moore, Amber Heard, David Duchovny The Joneses is a 2009 American film written and directed by Derrick Borte. It stars Demi Moore, David Duchovny, Amber Heard, and Ben Hollingsworth. It premiered at the 2009 Toronto International ...more

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Autumn Reeser, Shelley Long, Gary Cole The Brady Bunch in the White House is a 2002 made for TV movie. It is the second sequel to the The Brady Bunch Movie, following A Very Brady Sequel. It was directed by Neal Israel and written by ...more

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Nicollette Sheridan, Mara Wilson, Gary Cole A Time to Heal is a 1994 TV movie starring Nicollette Sheridan, Gary Cole and Mara Wilson.

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The Last Rites of Joe May Gary Cole, Dennis Farina, Jamie Anne Allman The Last Rites of Joe May is a 2011 drama film written and directed by Joe Maggio. "Small-time Chicago hustler Joe May (the incomparable Dennis Farina) always felt like a great destiny ...more

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Joanna Kerns, Gary Cole, Colleen Dewhurst Those She Left Behind is a 1989 made-for-TV movie about a father forced to raise his newborn daughter alone after the unexpected death of his wife in childbirth. The movie was inspired by the ...more