The Preppie Connection is a 2015 crime drama film co-written and directed by Joseph Castelo, based on the infamous 1984 incident where Choate Rosemary Hall student Derek Oatis, along with a handful of friends, ran a cocaine smuggling operation on the school's campus.

[2] The film stars Thomas Mann, Lucy Fry, Logan Huffman, Sam Page, Jessica Rothe, and Bill Sage.

In January 2013, it was announced that Evan Peters, Bella Heathcote had been cast in the lead roles of Tobias and Alex respectively, and the project had been written and directed by Joseph Castelo.

[13] On Metacritic, the film holds a rating of 34 out of 100, based on 6 critics, indicating "generally unfavorable reviews".

[14] Dennis Harvey of Variety gave the film a negative review writing: "Unconvincingly presented in a way that belies the factual basis of a case that won national notoriety at the time, the film will make serviceable small-screen fodder, but lacks the deeper insight or distinguishing directorial style that might have tempted arthouse distributors.