The First Cut Is the Deepest (Entourage)

"The First Cut is the Deepest" is the second episode of the fourth season of the American comedy-drama television series Entourage. It is the 44th overall episode of the series and was written by series creator Doug Ellin, and directed by co-producer Mark Mylod. It originally aired on HBO on June 24, 2007.

The series chronicles the acting career of Vincent Chase, a young A-list movie star, and his childhood friends from Queens, New York City, as they attempt to further their nascent careers in Los Angeles. In the episode, Vince and Eric try to get Billy in showing them a cut of Medellín. Meanwhile, Drama hosts a party at his apartment for Vince, while Ari uses his influence to find why his son is not getting enrolled at his daughter's private school.

According to Nielsen Media Research, the episode was seen by an estimated 2.27 million household viewers and gained a 1.2/4 ratings share among adults aged 18–49. The episode received generally positive reviews from critics, although some expressed criticism for the episode's pacing.