Originally Posted by Neapolitan

93.
The Departed (2006) starring Leo DiCaprio, Matt Damon, Jack Nicholson, Mark Wahlberg, & Martin Sheen, written by William Monahan and directed by Martin Scorsese. A tense drama involving the Boston police dept. and Irish mafia. Frank (Nicholson) takes young Colin Sullivan under his wing and grooms him, and eventually becomes a mole in the department and rises to rank of Staff Sgt. (now played by Damon). DiCaprio while in the academy is recruited to infiltrate the mob, and struggles very hard emotionally with the assignment.