Fourteen years after Good Will Hunting, Ben Affleck and Matt Damon have finally agreed to reunite. Not surprisingly, their new project has a Boston connection. As Deadline first reported, Damon will star as Whitey Bulger, the real-life South Boston crime boss who was recently arrested in California after eluding the FBI for years. Bulger was the inspiration for Jack Nicholson’s character in The Departed, in which Damon also played a mole in the Boston police department.
Affleck will direct, co-star, and produce along with Damon under their production company, Pearl Street Films, through their first-look deal with Warner Bros. Casey Affleck, who co-starred in Good Will Hunting and co-wrote 2002’s Gerry with Damon, will also have an on-screen role. Terence Winter, creator and writer of HBO’s Boardwalk Empire will write the script, which will focus on Bulger’s troubled youth leading to his incarceration at Alcatraz, and through his rise to become one of the most powerful gangsters in America — while secretly serving as an FBI informant.