Summary
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Matt Damon and Ben Affleck have been collaborating in the film industry since the 1990s, with “Good Will Hunting” being their most notable collaboration.
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In 2022, they started their own film production company called Artist’s Equity, and their first film “Air” was well-received.
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Their next collaboration, “Animals,” is set to release on Netflix, showcasing their continued partnership both in front of and behind the camera.
Matt Damon and Ben Affleck are two of Hollywood’s most beloved collaborators who’ve made ten films together over the years. The pair grew up as childhood friends in Boston, helping each other find their footing in the film world throughout the 1990s. Good Will Hunting is still their most notable collaboration, where they co-wrote and co-starred in the classic film, winning the pair their first Academy Awards in their late 20s. In the 2020s, they’ve finally returned to collaborating on major projects together, though they’ve had several minor appearances together over the years.
In 2022, Damon and Affleck teamed up to start their own film production company, Artist’s Equitywhere they’ll be working closely on projects for years to come. The company’s first film, Airwas one of the best drama movies of 2023with Damon starring and Affleck directing and playing a supporting role. Their next collaboration, a crime film titled Animalsis set to release on Netflix, with both stars appearing in the film and Affleck behind the camera once again.
The list is ordered chronologically, from their first collaboration in 1989 to their most recent in 2023.
10 Field Of Dreams (1989)
Damon and Affleck were extras in Kevin Costner’s baseball movie classic.
Field of Dreams
- Release Date
- May 5, 1989
- Director
- Phil Alden Robinson
- Runtime
- 107 minutes
Matt Damon and Ben Affleck both appeared as extras in the Kevin Costner baseball film Field of Dreams. In an interview with Dan PatrickDamon shared his experience appearing in the film, explaining that the young actors took the gig just so they could go to Fenway Park, the baseball stadium of the Boston Red Sox. With thousands of extras in the scene, it’d be impossible to actually spot the pair, though Damon mentions that they got to spend a few minutes with Costner, picking his brain about the film industry years before they’d become superstars in their own right.
9 School Ties (1992)
A prep school drama exploring anti-Semitism in 1950s America.
Even before Good Will Hunting made them superstars, Damon and Affleck were beginning to find some success in film roles in the ’90s. The 1992 film School Ties saw the two in their first prominent rolesacting with other young stars like Brendan Fraser, Chris O’Donnell, and Cole Hauser. While Damon’s part is much bigger than Affleck’s, it was still a significant step in both of their careers, setting the tone for the types of films they’d be in leading up to their rise to stardom.
Before breaking out in Good Will HuntingAffleck continued to land parts in teen “slacker movies,” a subgenre of the 1990s that primarily included the works of directors like Richard Linklater and Kevin Smith. Affleck continued to have supporting roles in similar movies to School Tiessuch as Dazed and Confused and Mallrats. Damon and Affleck’s School Ties co-star, Cole Hauser, also appeared as part of their friend group in Good Will Hunting and co-starred with Affleck in Dazed and Confused. Even if it’s not their most prominent movie, School Ties was essential to their budding careers.
8 Glory Daze (1995)
A ’90s independent slacker movie starring Ben Affleck.
Another of the 1990s slacker movies, the 1995 film Glory Daze, featured Ben Affleck in his first starring role. Oppositely to School Tieswhere he starred, Matt Damon appears in Glory Daze in a very minor role, not even speaking. It’s not the most well-reviewed film, but it’s still a fun watch for fans of the ’90s independent slacker genre, and Damon and Affleck are among the famous faces that can be spotted in it. Sam Rockwell and John Rhys-Davies play roles in the movie, and Matthew McConaughey and Brendan Fraser also appear very briefly.
7 Good Will Hunting (1997)
Good Will Hunting is a quintessential coming-of-age romance movie.
Good Will Hunting
- Release Date
- January 9, 1998
- Director
- Gus Van Sant
- Runtime
- 126 minutes
For Matt Damon and Ben Affleck, Good Will Hunting was the pivotal film that launched them into Hollywood stardom. Damon’s career instantly flourished, receiving prominent roles from filmmakers like Steven Spielberg and Steven Soderbergh in the following years. Affleck also had a slew of blockbuster films, though it took more time for him to receive his fair dues as a filmmaker and screenwriter.
Widely considered one of the best movies of the 1990s, Good Will Hunting proves that a film can be highly entertaining through the power of script and performance. Much of the film’s strength comes from Damon and Affleck’s sharp writing, which strengthens the incredible performances of Damon and star Robin Williams. Good Will Hunting is iconic, with lines like “How about them apples?” transcending the film and entering the cultural lexicon.
6 Chasing Amy (1997)
An independent rom-com starring Ben Affleck.
Chasing Amy
- Release Date
- April 4, 1997
- Cast
- Ben Affleck Joey Lauren Adams , Jason Lee , Dwight Ewell , Jason Mewes
- Runtime
- 93 Minutes
Like Glory Dazethe 1997 film Chasing Amy is a Ben Affleck-led movie with a minor cameo from Matt Damon. Directed by Kevin Smith, who’d become a frequent collaborator with the two stars, Chasing Amy hasn’t aged particularly well. The film has its strengths as an independent romantic comedy, but Kevin Smith is out of his depth writing a story about LGBT characters.
5 Dogma (1999)
A comedy from Kevin Smith with fantastical and religious elements.
Dogma
- Release Date
- November 12, 1999
- Runtime
- 130 minutes
Another Kevin Smith movie that works a bit better is Dogma. The 1999 film was the last time Damon and Affleck starred in a film together for decades; as their careers expanded, they tried to pursue individual projects, feeling that they’d be limited by continuously working with each other. Dogma is a comedy film with fantastical elements, revolving around the star duo as fallen angels who are banished from Heaven and sent to Wisconsin.
4 Jay And Silent Bob Strike Back (2001)
Damon and Affleck cameo in a movie with meta-commentary on the film industry.
In 2001, both Damon and Affleck made cameo appearances in Kevin Smith’s Jay and Silent Bob Strike Back. While the film itself isn’t one of the best Kevin Smith moviestheir cameo appearances make it worth the watch. The two stars appear as themselves in a scene where they’re shooting a fake Good Will Hunting sequel, joking about themselves selling out. They re-create the bar altercation scene from the original movie with a hilarious comedic twist, even including filmmaker Gus Van Sant in the sketch.
3 Jay And Silent Bob Reboot (2019)
Jay and Silent Bob Reboot
- Release Date
- October 15, 2019
- Cast
- Grant Gustin , Kevin Smith Justin Long , Harley Quinn Smith , Joe Manganiello , Shannon Elizabeth , Jason Lee , Jason Biggs , Rosario Dawson David Dastmalchian , james van der beek , Joey Lauren Adams , Chris Hemsworth Kate Micucci , Jason Mewes
- Runtime
- 105 minutes
2019’s Jay and Silent Bob Rebootnot to be confused with the previous, similarly named rendition, is another Kevin Smith film where Damon and Affleck make brief cameo appearances. Affleck appears as himself in a monologue scene where he makes references to playing Batman and his role in Chasing Amy. Matt Damon’s cameo scene has him pick up his role from Dogmajoking that he played a character named Loki in a movie before Tom Hiddleston made it cool.
2 The Last Duel (2021)
A medieval war film directed by Ridley Scott.
Matt Damon and Ben Affleck’s first prominent collaboration in over twenty years was for The Last Duel. The pair co-wrote the film alongside Nicole Holofcener, with Ridley Scott directing the medieval epic. Matt Damon stars with Jodie Comer and Adam Driver, and Affleck appears in a significant supporting role. It’s a great historical epic that bombed at the box officeand it’s worth seeing for those who missed it in theaters. It’s incredibly fun seeing the pair geared up in period attire, as it’s been rare for them in their respective careers.
1 Air (2023)
A biographical drama about the world of sports and fashion.
Air
- Release Date
- April 5, 2023
- Runtime
- 95 minutes
The first film from Matt Damon and Ben Affleck’s production company wasn’t a box office success, but Air was a well-reviewed movie. A biographical drama about Nike’s pursuit of Michael Jordan and the birth of the Air Jordan sneaker line, Air is one of Damon and Affleck’s best collaborations. The two stars are at their best with intelligent dialogue and performance-driven films, and Air has set the precedence for the style of films Artists Equity will be producing.