Rosenfield was raised in Montclair, New Jersey. His father, Stephen Rosenfield, is a teacher of stand-up comedy and the founder of the American Comedy Institute in New York City. His mother, Kate Redway Rosenfield, is an actress and teaches improv. Rosenfield has one younger brother, Nate. He is Jewish, and has said that he "used to be rather religious" despite his family's atheism. His ancestors were from Ukraine, Romania, Denmark, and Scotland.
Rosenfield attended Glenfield Middle School where, in eighth grade, he portrayed Tevye in a production of Fiddler on the Roof. He then attended and graduated from Montclair High School in 2010.
In 2011, Rosenfield made his stage debut in the Off-Broadway production of the play Through a Glass Darkly, alongside Carey Mulligan and Chris Sarandon. In August of the same year, it was announced that Rosenfield had been cast to co-star as Tim Buckley in the drama film Greetings from Tim Buckley (2012). The film also featured Penn Badgley and Imogen Poots in main roles. The following year, he starred as Tommie Scheel in the documentary film Teenage, and joined the cast of Boardwalk Empire in the recurring role of Willie Thompson, Eli's (Shea Whigham) son. For the fifth and final season, he was promoted to a series regular. Rosenfield then co-starred in the films Jamesy Boy (2014) and Song One (2014), before having his first leading role in the film Affluenza (2014), which also starred Grant Gustin and Nicola Peltz. Also in 2014, Rosenfield appeared in a supporting role in the crime drama A Most Violent Year, opposite Jessica Chastain and Oscar Isaac.

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