- Graduated from Dartmouth College, with majors in drama and Italian, in 1997. He was a member of the Sigma Phi Epsilon chapter at Dartmouth.
- Had a mental break when he was 25 years old and subsequently, was institutionalized by his parents.
- Long-time and current student of Philip Seymour Hoffman's acting teacher, Tony Greco.
- Nominated for the 2018 Emmy Award in the Supporting Actor in a Drama Series category for his role as Jim Hopper in Stranger Things (2016), but lost to Peter Dinklage from Game of Thrones (2011).
- Nominated for a 2005 Tony Award as Best Actor in a Featured Role (Play) for the revival of Edward Albee's "Who's Afraid of Virginia Woolf?".
- Ex-boyfriend of actress Julia Stiles.
- Romantically linked with British singer Lily Allen. (October 2019)
- Grew up in White Plains, Westchester County, New York.
- Was previously engaged to actress Maria Thayer.
- Graduated from Byram Hills High School in Armonk, New York
- Son-in-law of Keith Allen and Alison Owen.
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