In 1997, Grenier left Bard to embark on a film career.
He made his film debut in the independent drama, Arresting Gena, then in 1999 played opposite Melissa Joan Hart in Drive Me Crazy and in 2001 starred in James Toback's Harvard Man.

In 2004, Grenier played Vincent Chase in the HBO series Entourage, gaining his most substantial notability and success.
The series followed the triumphs and trials in the life of Chase, as the movie star character and his friends lived the good life in Los Angeles.
It ran for eight seasons, from 2004–2011, and was nominated for numerous Emmy Awards, including Outstanding Comedy Series.
In 2006, he played Nate Cooper, the boyfriend of Andrea Sachs (Anne Hathaway) in The Devil Wears Prada.

In 2013, he starred in the post-apocalyptic film Goodbye World alongside Gaby Hoffmann.
It premiered at the 2013 Los Angeles Film Festival where it received good reviews.
The film made its cinematic release in the United States on April 4, 2014.

Grenier stepped back in front of the camera in 2015 to reprise his role of Vincent Chase in the Entourage film adaptation.
Filming began in January 2014 and the film was released in June 2015.
He is a campus advisor for Academy for Global Citizenship in Chicago, Illinois.
In 1997, Grenier left Bard to embark on a film career. He made his film debut in the independent drama, Arresting Gena, then in 1999 played opposite Melissa Joan Hart in Drive Me Crazy and in 2001 starred in James Toback's Harvard Man.
In 2004, Grenier played Vincent Chase in the HBO series Entourage, gaining his most substantial notability and success. The series followed the triumphs and trials in the life of Chase, as the movie star character and his friends lived the good life in Los Angeles. It ran for eight seasons, from 2004–2011, and was nominated for numerous Emmy Awards, including Outstanding Comedy Series. In 2006, he played Nate Cooper, the boyfriend of Andrea Sachs (Anne Hathaway) in The Devil Wears Prada.
In 2013, he starred in the post-apocalyptic film Goodbye World alongside Gaby Hoffmann. It premiered at the 2013 Los Angeles Film Festival where it received good reviews. The film made its cinematic release in the United States on April 4, 2014.
Grenier stepped back in front of the camera in 2015 to reprise his role of Vincent Chase in the Entourage film adaptation. Filming began in January 2014 and the film was released in June 2015. He is a campus advisor for Academy for Global Citizenship in Chicago, Illinois.
Adrian Grenier