[10] In 2009, he co-founded "The Collectin" with his friend Zoë Worth,[11] a group of New York City actors, writers, producers and directors who collaborate on films and theater performances.

Ehrenreich has described the comedic performance he gave in the movie as, "I ran around as a skinny little punk, trying on girls' clothes and eating dirt."

[17] The meeting with Spielberg led to acting roles on television shows such as Supernatural and CSI: Crime Scene Investigation.

[21][22] In 2011, he played a minor role in Coppola's subsequent film Twixt and appeared alongside Natalie Portman in the Sofia Coppola-directed Miss Dior Cherie commercial.

In 2016, Ehrenreich became more widely known for his co-leading role as Hobie Doyle in the Coen brothers film Hail, Caesar!, alongside a cast that included Josh Brolin and George Clooney.

[25] That same year, Ehrenreich starred in the leading role of Frank Forbes in Warren Beatty's romantic comedy-drama Rules Don't Apply.

[26] He then starred in The Yellow Birds with Tye Sheridan, Jack Huston, and Jennifer Aniston, which premiered at the 2017 Sundance Film Festival.