The True Story Behind Matt Damon and Ben Affleck’s The Rip
The real criminal raid that inspired the Matt Damon and Ben Affleck-starring thriller 'The Rip'

The 1990s saw the rise of some of the most iconic crime thrillers in Hollywood, but one movie that stands out is the 1999 film 'The Rip', starring Matt Damon and Ben Affleck. This gripping tale is based on a real criminal raid that inspired the movie and is still remembered as one of the most audacious heists in US history.
The movie follows the story of two childhood friends, Doug MacRay (Ben Affleck) and James Coughlin (Jeremy Renner), who lead a gang of robbers in Charlestown, Boston. Their lives take a dramatic turn when they plan a robbery at Fenway Park, home of the Boston Red Sox. As the story unfolds, it becomes clear that this heist is not just about money, but also about redemption and the love for a woman, played by Rebecca Hall.
The movie received critical acclaim and was a commercial success, but what many may not know is that it was based on a real-life event that shook the city of Boston.
In September 1990, a group of five men pulled off an elaborate robbery at the Isabella Stewart Gardner Museum in Boston. The thieves disguised themselves as police officers and gained entry into the museum after hours. They spent 81 minutes inside, stealing 13 works of art, including paintings by Rembrandt, Vermeer, and Degas, worth a total of $500 million.
This daring heist was planned and executed by a man named Brian McDevitt. He had recruited four others – David Turner, George Reissfelder, Myles Connor Jr., and Louis Royce – to carry out the robbery. McDevitt had earlier served time in prison for armed robbery and was determined to pull off the 'perfect crime'.
The stolen artworks were never recovered, and the case remains unsolved to this day. The incident sparked widespread shock and outrage, and it wasn't long before people started comparing it to a movie plot. The events that unfolded were perfect material for a gripping crime thriller, and it wasn't long before Hollywood took notice.
Enter Matt Damon and Ben Affleck, who were at the peak of their careers after the success of 'Good Will Hunting'. The two friends, who grew up in Boston, were immediately drawn to the story and decided to adapt it into a movie.
With the help of screenwriter Chuck Hogan, they wrote the script for 'The Rip' and sold it to Miramax for $600,000. The movie was later renamed 'The Town' and went on to become a box office hit, grossing over $150 million worldwide.
But why did this real-life heist capture the attention of Hollywood and the world?
For starters, it was the sheer audacity of the crime and the meticulous planning that went into it. The thieves had cased the museum for over a year before executing the robbery, and they had even picked the night of the St. Patrick's Day parade, knowing that the police would be busy with the festivities.
Moreover, the stolen artworks were of great significance and value, making this one of the biggest art heists in history. The Isabella Stewart Gardner Museum remains empty frames of the stolen paintings, serving as a constant reminder of the brazen robbery.
But what makes this story even more intriguing is the characters involved, particularly Brian McDevitt. He was a master manipulator who convinced his accomplices to join him in the heist, and some even believed that he would never have been caught if it weren't for his own greed and ego.
The movie version of 'The Town' captures the essence of this real-life event, while also exploring the themes of loyalty, friendship, and redemption. It also sheds light on the unsolved case and the impact it had on the people of Boston.
In a way, 'The Town' not only pays tribute to the real-life heist but also immortalizes it in pop culture. The movie also shines a spotlight on Boston's Charlestown neighborhood, which is notorious for being a breeding ground for criminals.
Today, 'The Town' remains a beloved movie, and the real-life heist that inspired it continues to intrigue and capture the imagination of many. It serves as a reminder that truth can indeed be stranger than fiction.
In conclusion, the real criminal raid that inspired 'The Rip' is a testament to the fact that some stories are just too good to be left untold. The audaciousness