6 Best Movies to Watch by Matt Damon

Staff & contributors

This Oscar winning documentary is no standard film. Even by being beautifully crafted and having an amazing soundtrack--soundtracks are important--it does not miss its core story for a second. A delivery so good and so crisp that it will make you go "the sons of b" and "those motherf" more times than Joey from Friends got laid in 1999. On a more serious note, Inside Job is a great and complete technical overview of the financial meltdown. I know the word "technical" scared you there, but it shouldn't! The movie is simple, uses charts and colors for all of us who once thought figures and formulas were too complicated to understand -- it even makes you go, "hey, this is not so difficult to understand. Them motherf.' The movie is also very exciting: no spoilers but all I can say is that there are b*s trippin in there.

Genre: Crime, Documentary

Actor: Andri Snær Magnason, Ann Curry, Barack Obama, Barney Frank, Christine Lagarde, Daniel Alpert, David McCormick, Dominique Strauss-Kahn, Eliot Spitzer, Frank Partnoy, George Soros, George W. Bush, Gillian Tett, Gylfi Zoega, Jonathan Alpert, Matt Damon, Raghuram Rajan, Samuel Hayes, Scott Talbott, Sigridur Benediktsdottir, Willem Buiter, William Ackman

Director: Charles Ferguson

Rating: PG-13

The Last Duel propped high expectations as the Closing Film at the 2021 Venice Film Festival, but its theatrical release later that year proved to be a flop. Ridley Scott blamed it on millennials, but both critics and streaming audiences have been much more favorable than moviegoers. As a film, it's a rather monumental project: quite a dark period piece set in Medieval France, dealing with harsh and offensive themes. Or better said, it deals with ethics and morality through these harsh and offensive themes. There are many ways where this could have gotten wrong—and it's evident from the labels that have been circulating from the very beginning, that Scott has made his "MeToo" movie—but the truth is much more nuanced. From Eric Jager's 2004 book to a script co-written by Ben Affleck, Matt Damon, and (most importantly) the astute Nicole Holofcener, The Last Duel is really the best of both worlds: action-packed and devoted to the right side of history.

Genre: Action, Drama, History

Actor: Adam Driver, Adam Nagaitis, Alex Lawther, Ben Affleck, Bosco Hogan, Brian F. Mulvey, Brontis Jodorowsky, Bryony Hannah, Caoimhe O'Malley, Chloe Harris, Christian Erickson, Clare Dunne, Clive Russell, Harriet Walter, Ian Pirie, Jodie Comer, John Kavanagh, Julian Firth, Marton Csokas, Matt Damon, Michael McElhatton, Nathaniel Parker, Oliver Cotton, Paul Bandey, Peter Hudson, Sam Hazeldine, Serena Kennedy, Shane Lynch, Simone Collins, Stephen Brennan, Tallulah Haddon, Thomas Silberstein, Tyrone Kearns, William Houston, Zeljko Ivanek, Zoé Bruneau

Director: Ridley Scott

Rating: R

In Rounders, Matt Damon plays a law student and reformed poker player who is forced back into the game in order to help his newly-paroled best friend (Edward Norton) pay off overwhelming gambling debts. It’s an enjoyable insider’s look into the world of high stakes gambling and of Poker specifically, giving the viewer compelling insights into Poker in terms of strategy as well as human psychology. Damon and Norton are well-cast in their roles — Norton particularly great as the sleazy and manipulative “Worm”. Not-overly-surprising in its storytelling, yet highly enjoyable from beginning to end, this one will appeal to fans of gambling and sports films, as well as those who enjoy modern film noir and pseudo-noir films with a nice dramatic edge.

Genre: Crime, Drama

Actor: Adam LeFevre, Alan Davidson, Allan Havey, Beeson Carroll, Bill Camp, Brian Anthony Wilson, Charlie Matthes, Chris Messina, David Zayas, Dominic Marcus, Edward Norton, Erik LaRay Harvey, Famke Janssen, Goran Visnjic, Gretchen Mol, Jay Boryea, Joe Zaloom, Joey Vega, John Di Benedetto, John Gallagher Jr., John Malkovich, John Turturro, Johnny Chan, Josh Mostel, Josh Pais, Kerry O'Malley, Kohl Sudduth, Lenny Clarke, Lenny Venito, Lisa Gorlitsky, Mario Mendoza, Martin Landau, Matt Damon, Melina Kanakaredes, Merwin Goldsmith, Michael Arkin, Michael Lombardi, Michael Rispoli, Michael Ryan Segal, Murphy Guyer, Neal Hemphill, Nicole Brier, P.J. Brown, Paul Cicero, Peter Yoshida, Ray Iannicelli, Richard Mawe, Sal Richards, Slava Schoot, Sonny Zito, Tom Aldredge, Tony Hoty

Director: John Dahl

Rating: R

, 2023

In 1984, Michael Jordan was a rising star and Nike had yet to make its mark in the basketball industry. With nothing to lose, Nike had to make a choice: settle behind the far more successful Adidas and Converse or shoot its shot and bet everything they have to win Jordan? 

You don’t have to be an NBA fanatic to know what Nike went with. The real-life story of how Air Jordans came to be is compelling in itself, but the dramatized version of it in Air is told with extra verve and charm, with director Ben Affleck and writer Alex Convery successfully turning a business pitch into something funny, moving, and highly watchable, predictable beats and all. 

Air covers the big hits and misses of business (which it buoys with lighthearted jokes and tender backstories), provides an addictive 80s soundtrack (without caricaturing the era), and gives us likable, rootable characters (an impressive feat given that this is, essentially, a Nike ad campaign). Matt Damon and Viola Davis, especially, turn in performances that elevate Air into something quite special. And while this film may be more about the Air than the Jordans, it is still a champion's story—familiar and cheesy at times, sure, but feel good, inspiring, and truly winning. 

Genre: Comedy, Drama, History

Actor: Al Madrigal, Albert Stroth, Andy Hirsch, Ari Davis, Asanté Deshon, Barack Obama, Barbara Sukowa, Ben Affleck, Billy Smith, Chris Messina, Chris Tucker, Damian Young, Dan Bucatinsky, Deloris Jordan, Dempsey Gibson, Gabrielle Bourne, Geoffrey Gould, Gustaf Skarsgård, Jackson Damon, Jason Bateman, Jay Mohr, Jerry Plummer, Jessica Green, Joel Gretsch, Joshua Funk, Julius Tennon, Mackenzie Rayne, Marlon Wayans, Matt Damon, Matthew Maher, Michael Jordan, Michael O'Neill, Richard Allan Jones, Tami Jordan, Tom Papa, Ure Egbuho, Viola Davis

Director: Ben Affleck

Rating: R

A dramatic recreation of the last 10 years in the life of famed pianist Liberace (Michael Douglas), told primarily from the perspective of his young lover Scott Thorson (Matt Damon). Directed by Steven Soderbergh, the film follows from naive young Thorson’s early introduction to Liberace through his 6-year romance and live-in relationship with the celebrated luminary. Coming from a broken home and multiple foster families, Thorson finds newfound comfort in the fawning adoration and financial protection that Liberace provides to him, as they quickly become lovers and confidants. Much of the story re-enacts their often stormy, behind-the-scenes affairs in candid fashion—including the lengths to which Thorson alters himself physically to conform to Liberace’s standards. Both Douglas and Damon are excellent in their roles, with Douglas in particular providing a striking recreation of Liberace in both appearance and mannerism. He truly embodies the role, and provides the viewer with a genuine glimpse into the personal life of “Mr. Showmanship"—replete with all of his passions, concerns and insecurities. It’s an intimate depiction of a real-life May-December relationship, told with striking honesty, and ending with a remarkably touching tribute to Liberace in all of his campy yet sincere glory.

Genre: Drama, Romance

Actor: Adam J. Kassel, Amber Lee Ettinger, Anna Wendt, Anthony Crivello, Aussie Guevara, Austin Stowell, Ayesha Orange, Barbara Brownell, Becca Sweitzer, Boyd Holbrook, Brandon Henschel, Brian Blu, Brittany Perry-Russell, Bruce Ramsay, C.J. Stussi, Cal Rein, Casey Kramer, Cassandra M. Bellantoni, Cassidy Noblett, Charles Moniz, Charlotte Crossley, Cheyenne Jackson, Corey Eid, Dan Aykroyd, David Dustin Kenyon, David Koechner, Debbie Reynolds, Deborah Lacey, Dominique Kelley, Eddie Jemison, Eric Zuckerman, Ferly Prado, Fielding Edlow, Francisco San Martin, Garrett M. Brown, Greg Baine, Gregg Atwill, Gregory Niebel, Harvey J. Alperin, Hugo Pierre Martin, Jane Morris, Jason Williams, Jerry Clarke, Jimmy Scanlon, Joe Filippone, Johnny Carson, Josh Meyers, Kass Connors, Kc Monnie, Kelli Erdmann, Kelly Allen, Kiff VandenHeuvel, Kristin Lindquist, Krystal Ellsworth, Lance Patrick, Lenny Jacobson, Lisa Frantz, Matt Damon, Max Napolitano, Meredith Ostrowsky, Michael Douglas, Mike Jerome Putnam, Mike O'Malley, Natacha Bachour, Nellie Sciutto, Nick Lanzisera, Nicky Katt, Nikea Gamby-Turner, Pat Asanti, Patty Chong, Paul Borst, Paul Reiser, Paul Witten, Peggy King, Rachael Markarian, Randy Lowell, Richard Allan Jones, Rick L. Dean, Rob Lowe, Roby Schinasi, Ryan Novak, Scott Bakula, Shaun T. Benjamin, Stephanie Maura Sanchez, Thure Riefenstein, Timothy Skyler Dunigan, Tom Papa

Director: Steven Soderbergh

Rating: TV-MA

Finding Forrester is the rainy afternoon type, or a summer night film -- it's a traditional American movie so to speak, with all the components to make your traditional need for a traditional movie more than satisfied. It tells the story of two writers, a young black kid living in a ghetto and struggling to admit his passion for writing over his passion for Basketball (played by Rob Brown), and a Pulitzer Prize winning writer who has renounced his success for unknown reasons (played by Sean Connery). The plot is predictable, and in that traditional sense, very enjoyable. Directed by Gus Van Sant, it will feel almost as a sequel to Good Will Hunting but trust me, this ends up being a great thing too.

Genre: Drama

Actor: Alex Trebek, Alison Folland, Anna Paquin, April Grace, Busta Rhymes, F. Murray Abraham, Fly Williams III, Gerry Rosenthal, Glenn Fitzgerald, Gus Van Sant, Jim Titus, Lil' Zane, Matt Damon, Matt Malloy, Michael Nouri, Michael Pitt, Richard Easton, Rob Brown, Sean Connery, Stephanie Berry, Vince Giordano

Director: Gus Van Sant

Rating: PG-13