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After leaving the show, Phillippe moved to Los Angeles, where he appeared in a number of small parts in various television series including Matlock, Due South, the TV miniseries The Secrets of Lake Success, and movies, including the 1995 film Crimson Tide and the 1996 film White Squall.He was cast in the 1997 horror film, I Know What You Did Last Summer, which co-starred Sarah Michelle Gellar, Freddie Prinze, Jr. The film was a success, and led to Phillippe gaining wider renown and being cast in a few more high-profile films, including 54 in 1998 opposite Neve Campbell, Salma Hayek and Mike Myers.Phillippe has also been attached to a number of possible future film roles, including Chronicle, a film to be directed by Jay Alaimo that will see Phillippe, Justin Long and John Hawkes in a story "about two childhood friends who reunite to launch the biggest marijuana dealership in New York City".The following year, the pair starred together in Cruel Intentions.
It was released in the US and Canada on May 21, 2010.Subsequently, Phillippe had supporting parts in the films Igby Goes Down (2002) and Crash (2005), which won the Oscar for Best Picture. In 2006, Phillippe played real-life Navy corpsman John Bradley in the war film Flags of Our Fathers, directed by Clint Eastwood and following the journey of the United States Marines who lifted the flag at the Battle of Iwo Jima.Phillippe has said that the film was the "best experience" of his career because of its "personal meaning" to him, Phillippe's next role was in the thriller Breach, in which he played FBI investigator Eric O'Neill opposite Chris Cooper.The 10-episode mystery series debuted on March 1, 2015, as a midseason entry in the 2014–15 season.It is based on the Australian series of the same name and stars Phillippe as a family man who becomes a prime murder suspect after he discovers the body of a child.
He also has a daughter from a relationship with actress Alexis Knapp.