Ryan Phillippe

Role: 

Company Man

Denis Leary, John Turturro and Sigourney Weaver uncover the biggest laughs of the season in this sidesplittingly funny comedy about America's most unlikely secret agent. Allen Quimp (Douglas McGrath) is a nerdy, underachieving teacher with one, all-consuming dream: to rid the world of bad grammar. Unfortunately, Allen's dream isn't shared by his snooty wife (Sigourney Weaver) who believes Allen is one of life's losers.

Chaos

After a deadly bank heist, detectives Quentin Conners (Jason Statham) and Shane Dekker (Ryan Phillippe) are drawn into a mysterious case where nothing is what it seems. Pulling the strings is a criminal mastermind (Wesley Snipes) who seems to kill without warning or reason. Amid random acts of violence and deception, the only hope for survival is finding an order to the chaos.

Breach

Is a mystery really mysterious when the end isn't a secret? Is espionage still thrilling when you know beforehand that the cloak has been pulled back and the dagger revealed? If it's a film as good as Breach, the answer is a resounding yes. Here is a true story that's genuinely stranger than fiction: FBI agent Robert Hanssen spent over 20 years selling government secrets to the Russians, making him the most egregious traitor in U.S. history.

Flags Of Our Fathers

Thematically ambitious and emotionally complex, Clint Eastwood's Flags of Our Fathers is an intimate epic with much to say about war and the nature of heroism in America. Based on the non-fiction bestseller by James Bradley (with Ron Powers), and adapted by Million Dollar Baby screenwriter Paul Haggis (Jarhead screenwriter William Broyles Jr. wrote an earlier draft that was abandoned when Eastwood signed on to direct), this isn't so much a conventional war movie as it is a thought-provoking meditation on our collective need for heroes, even at the expense of those we deem heroic.

Crash

Movie studios, by and large, avoid controversial subjects like race the way you might avoid a hive of angry bees. So it's remarkable that Crash even got made; that it's a rich, intelligent, and moving exploration of the interlocking lives of a dozen Los Angeles residents--black, white, latino, Asian, and Persian--is downright amazing.

Cruel Intentions

Sarah Michelle Gellar and Ryan Phillippe sizzle as a pair of unscrupulous siblings in a deliciously sexy tale of seduction, revenge and conquest. After cleverly seducing and ruining the reputation of an unsuspecting classmate (Selma Blair) the sparks fly when Kathryn (Gellar) poses the ultimate challenge to her insatiable stepbrother Sebastian (Phillippe): deflower the Headmaster's beautiful, virgin daughter Annette (Reese Witherspoon). If he fails, Kathryn gets his most prized possession, but if he succeeds, Sebastian gets to possess and bed Kathryn.

Damages: The Complete Series

For five extraordinary seasons, this critically acclaimed legal thriller broke all the rules and made its own. Film legend Glenn Close won two Emmys for her stunning portrayal of relentless litigator Patty Hewes, who commands the courtroom and the screen, doing battle with ambitious protégée - turned-adversary Ellen Parsons (Rose Byrne) in cutting-edge cases with devastatingconsequences both professional and personal.

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