Simpkins was born in New York City, to Monique Simpkins. He first appeared on TV when he was three weeks old. His first role was on One Life to Live where he shared the recurring role as John "Jack" Cramer. Simpkins soon started a recurring role as Jude Cooper Bauer on Guiding Light, in which he went on to be "Jude" for about four years. He guest starred in Law & Order: Criminal Intent, and a handful of commercials and print ads.\n', '

Simpkins made his film debut in Steven Spielberg\'s War of the Worlds (2005). Next was a featured role in All the King\'s Men (2006) where he played a young version of Jude Law\'s character; leading up to Simpkins\' playing Aaron in the multiple-award-winning Little Children (2006). Simpkins went on to film Pride and Glory (2008), in which he and his sister, actress Ryan Simpkins, play the children of Colin Farrell. Simpkins also completed Gardens of the Night (2008) and then in Revolutionary Road (2008), in which he again starred alongside his real-life sister Ryan. Simpkins has guest-starred on CSI, Private Practice and Family of Four. In September 2009, he signed on to play Luke in the 2010 film The Next Three Days. He also played Dalton Lambert in Insidious (2011) and Insidious: Chapter 2 (2013).\n', '

In 2013, Simpkins starred alongside Robert Downey, Jr. in the live-action film Iron Man 3, as Stark\'s sidekick, Harley Keener (he also reprises his role in Lego Marvel\'s Avengers). This was the first time a child had been featured prominently in the Iron Man films. Simpkins signed a 3-picture deal with Marvel Studios. He appeared in Iron Man 3 director Shane Black\'s 2016 film, The Nice Guys. \n', '

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