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His character is killed by a Terminator in the penultimate episode, but another Derek from an alternate timeline is introduced in the series finale and would have remained on the show if it had been renewed for a third season.

On September 27, 2009, Green made a guest appearance on the television series Saturday Night Live in a skit involving girlfriend (now wife) Megan Fox.

He had a cameo on Hope & Faith where he met Megan Fox; they started dating in 2004.

He also appeared alongside former 90210 cast member Ian Ziering in the Tony Scott film Domino as parodies of themselves.He appeared in three episodes in the ninth season between 20, the first being the ninth season premiere episode "Savior".The character is a war-time reporter, similar to the Silver Age John Corben.He was a guest star on George Lopez as Chris in 2006.In 2008, Green was cast as Derek Reese in Terminator: The Sarah Connor Chronicles, a Resistance fighter sent to the past by the future John Connor.

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