14 Movies Like About Schmidt (2002)

Staff & contributors

Chasing the feel of watching About Schmidt ? Here are the movies we recommend you watch right after.

A true character study on an aging man who feels like he has nothing to offer the world, About Schmidt stars Jack Nicholson in an unusually restrained and somber role as the titular Warren Schmidt. As his life crumbles around him and his meagre accomplishments are taken away, Schmidt goes for a cross-country journey by himself, trying to stop his daughter from marrying the wrong man. Along the way, the film shows him wrestling with his sense of futility and trying to make a difference in the world. Highly recommended and incredibly moving! As much as this movie is centered around Schmidt, it is around Jack Nicholson. You will watch an interesting and touching character and meanwhile you will also witness the great talent that is Jack Nicholson in its prime. About Schmidt is funny, moving and real.

A very poetic film by Tony Kaye (American History X) about an English Literature teacher (Adrien Brody - "The Pianist") who only works as a substitute in schools which are located in very poor urban areas. The reason behind his choice is that he doesn't want to bond too much with his students and colleagues because he is trying to control his dark emotions about life and the triviality of our existences (although it sounds depressing it is absolutely not). He also takes care of his last family connection, his grandfather, to whom he is very close and who lives in an elderly home. Unsurprisingly, their relationship is very emotional and deep. Every time you think about your existence, your place in the world, your interactions with other people; watch Detachment.

Genre: Drama

Actor: Adrien Brody, Betty Kaye, Blythe Danner, Bryan Cranston, Celia Au, Chris Papavasiliou, Christina Hendricks, Isiah Whitlock Jr., James Caan, Josh Pais, Louis Zorich, Lucy Liu, Marcia Gay Harden, Mary Joy, Patricia Rae, Ralph Rodriguez, Reagan Leonard, Ronen Rubinstein, Samantha Logan, Sami Gaye, Sami Gayle, Tim Blake Nelson, William Petersen

Director: Tony Kaye

Rating: Not Rated

Starring Matthew Broderick and a young Reese Witherspoon as, respectively, Jim McAllister, a high school teacher and Tracy Flick, a notorious 'that girl' in his class. When Tracy decides to run for class president, we see the floodgates open as all sorts of bizarre and insane behavior pours out of the two. Quickly, it becomes clear that Tracy will do nearly anything to win, and as circumstances spiral out of control, madness descends - along with hilarity!

Genre: Comedy, Drama, Mystery, Romance

Actor: B.J. Tobin, Chris Klein, Colleen Camp, Delaney Driscoll, Frankie Ingrassia, Holmes Osborne, Jason Paige, Jeanine Jackson, Jessica Campbell, Jillian Crane, John Ponzio, Kaitlin Ferrell, Marilyn Tipp, Mark Harelik, Matt Golden, Matt Malloy, Matthew Broderick, Molly Hagan, Nicholas D'Agosto, Phil Reeves, Reese Witherspoon, Rohan Quine

Director: Alexander Payne

Rating: R

Robert Ford is an aspiring gangster who idolizes Jesse James, leader of the notorious James gang. When that admiration reaches a level where it can transform to challenge and resentment, he starts considering the unthinkable. The cast is excellent- Brad Pitt, Casey Affleck, Sam Rockwell, Jeremy Renner, Sam Shepard, Paul Schneider, and Garret Dillahunt. Brad Pitt delivers an amazing performance which truly captures the presence that Jesse James brought to a room, one that seemed to overcome those around him. In addition the soundtrack is superb, one of the most memorable I have ever heard. This is a very unique, thrilling, and well-shot movie, it is easily one of the most underrated films of the past 10 years.

Genre: Action, Drama, Western

Actor: Alison Elliott, Anthony Harrison, Brad Pitt, Brooklynn Proulx, Casey Affleck, Dustin Bollinger, Garret Dillahunt, Hugh Ross, James Carville, James Defelice, Jeremy Renner, Jesse Frechette, Joel McNichol, Kailin See, Laryssa Yanchak, Mary-Louise Parker, Matthew Walker, Michael Copeman, Michael J Rogers, Michael Parks, Nick Cave, Pat Healy, Paul Schneider, Sam Rockwell, Sam Shepard, Sarah Lind, Ted Levine, Tom Aldredge, Zooey Deschanel

Director: Andrew Dominik

Rating: R

This is a low-scale, intimate, almost minimalist movie that speaks volumes about the misconceptions that westerners have regarding the Middle-East. And the performance of Richard Jenkins is absolutely exceptional (earned him a nomination for the Oscars). He plays a professor who comes back to his New York apartment only to find two immigrants living in it. What a great role and what a great film.The Visitor is from the director of The Station Agent and very recently Spotlight, Tom McCarthy.

Genre: Crime, Drama, Music

Actor: Bill McHenry, Danai Gurira, Haaz Sleiman, Hiam Abbass, Imad Jabarin, Khalifa Natour, Maggie Moore, Marian Seldes, Michael Cumpsty, Richard Jenkins, Richard Kind, Ronit Elkabetz, Saleh Bakri, Sasson Gabai, Tzahi Moskovitz

Director: Eran Kolirin, Tom McCarthy

Rating: PG-13

This is a hilarious political comedy starring the ever-great Steve Buscemi. Set in the last days before Stalin's death and the chaos that followed, it portrays the lack of trust and the random assassinations that characterized the Stalinist Soviet Union. Think of it as Veep meets Sacha Baron Cohen's The Dictator. Although to be fair, its dark comedy props are very different from the comedy that comes out today: where there are jokes they're really smart, but what's actually funny is the atmosphere and absurd situations that end up developing.

Genre: Comedy, Drama, History

Actor: Adam Ewan, Adam Shaw, Adrian McLoughlin, Alla Binieieva, Andrea Riseborough, Andrey Korzhenevskiy, Andy Gathergood, Cara Horgan, Dan Mersh, Daniel Booroff, Daniel Chapple, Daniel Fearn, Daniel Smith, Daniel Tatarsky, Daniel Tuite, Dave Wong, David Crow, Dermot Crowley, Diana Quick, Elaine Caxton, Ellen Evans, Emilio Iannucci, Eva Sayer, Ewan Bailey, George Potts, Gerald Lepkowski, Henry Helm, James Barriscale, Jason Isaacs, Jeffrey Tambor, Jeremy Limb, Jonathan Aris, Jonny Phillips, June Watson, Justin Edwards, Karl Johnson, Leeroy Murray, Luke D'Silva, Michael Ballard, Michael Palin, Nicholas Sidi, Nicholas Woodeson, Oleg Drach, Olga Kurylenko, Paddy Considine, Paul Chahidi, Paul Ready, Paul Whitehouse, Phil Deguara, Richard Brake, Ricky Gabriellini, Roger Ashton-Griffiths, Rupert Friend, Sebastian Anton, Sheng-Chien Tsai, Simon Russell Beale, Steve Buscemi, Sylvestra Le Touzel, Tim Steed, Tom Brooke, Yulya Muhrygina

Director: Armando Iannucci

Rating: R

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.

Genre: Comedy, Drama

Actor: Aaron Eckhart, Aaron Lustig, Adam Brody, Aloma Wright, Brian Palermo, Bruce French, Cameron Bright, Catherine Reitman, Connie Ray, Courtney Taylor Burness, Dana E. Glauberman, Daniel Travis, David Koechner, David O. Sacks, Dennis Miller, Earl Billings, Elon Musk, Eric Haberman, Eva La Dare, J.K. Simmons, Jeff Witzke, Joan Lunden, Jordan Garrett, Katie Holmes, Kim Dickens, Marc Scizak, Maria Bello, Marianne Muellerleile, Mary Jo Smith, Melora Hardin, Michael Mantell, Nancy O'Dell, Rachel Thorp, Renée Graham, Richard Speight Jr., Rob Lowe, Robert Duvall, Robert Malina, Roy Jenkins, Sam Elliott, Sean Patrick Murphy, Spencer Garrett, Terry James, Timothy Dowling, Todd Louiso, William H. Macy

Director: Jason Reitman

Rating: R

A film written by screenwriter Charlie Kaufman, about screenwriter Charlie Kaufman as he struggles to adapt a book about poaching a rare plant into a successful movie. Through Kaufman's clever writing and Spike Jones' unique style of directing, the film unfolds using "mise en abîme" as the viewer sees the lessons the writer in film comes across to improve his script more or less subtly influence the events he encounters as the narrative advances. Nicolas Cage's performance is also particularly good as a highly intelligent and self-obsessed screen writer with low self-esteem.

Genre: Comedy, Crime, Drama

Actor: Bob Stephenson, Bob Yerkes, Brian Cox, Cara Seymour, Caron Colvett, Catherine Keener, Chris Cooper, Curt Clendenin, Curtis Hanson, David O. Russell, Donald Dowd, Doug Jones, Gary Farmer, Gregory Itzin, Jay Tavare, Jim Beaver, John Cusack, John Malkovich, Judy Greer, Larry Krask, Lisa Love, Litefoot, Maggie Gyllenhaal, Meryl Streep, Nancy Lenehan, Nicolas Cage, Peter Jason, Roger E. Fanter, Roger Willie, Ron Livingston, Sandra Lee Gimpel, Stephen Tobolowsky, Tilda Swinton

Director: Spike Jonze

Rating: R

A marvelous combination of perfect casting and a sizzling script. William Hurt, Albert Brooks, and Holly Hunter are such natural talents they could make reading a dictionary watchable, but seeing them weave through James L Brooks punchy dialogue is a delight to behold. The three form the foundation of this drama that is as much about journalistic ambition as it is about love.

Hunter and Brooks are principled workaholics at a news station juggling a platonic friendship that seems destined for more but lacks a driving spark. Enter Hurt, a charming though self-admittedly stupid news anchor, who Hunter at once resents and yet can’t help falling for. What seems like a ready-built rom-com plot, however, churns into something else entirely. It’s a delicious film crackling with wit and character and is as funny as it is astute. 

Genre: Comedy, Drama, Romance

Actor: Albert Brooks, Amy Brooks, Christian Clemenson, Ed Wheeler, Frank Doubleday, Gennie James, Gerald F. Gough, Gerard Ender, Glen Roven, Holly Hunter, Jack Nicholson, Joan Cusack, John Cusack, Kimber Shoop, Leo Burmester, Lois Chiles, Luis Valderrama, Marc Shaiman, Marita Geraghty, Martha Smith, Nat Benchley, Peggy Pridemore, Peter Hackes, Raoul N. Rizik, Richard Thomsen, Robert Katims, Robert Prosky, Robert Walsh, Stephen Mendillo, William Hurt

Director: James L. Brooks

Monster is a biographical depiction of Aileen Wuornos (Charlize Theron), a prostitute and serial killer who murdered seven men in Florida between 1989 and 1990. The film follows the burgeoning relationship between Wuornos and young Selby Wall (Christina Ricci, in a role based on Wuornos' real-life girlfriend Tyria Moore), as she grows increasingly desperate to provide for her young companion financially. Her desperation and her rage against men, brought on by years of both childhood and adult abuse, leads her down a dark path of murder and theft, even as she struggles to shield Selby from the horror of her crimes. The overwhelming highlight of the film is Theron’s mesmerizing performance as Wuornos—a role that won her a well-deserved Academy Award for Best Actress in 2004. She’s almost unrecognizable and altogether phenomenal as the volatile and increasingly unstable Wuornos, whose ferocity is interwoven with surprising affection for young Selby. This unexpected tenderness lends the film an air of tragic poignancy, and provides a bittersweet portrayal of a severely troubled woman. Very much intended for mature audiences only, Monster is a fascinating recreation of a disturbing yet compelling chapter in the annals of true crime in America.

Genre: Crime, Drama

Actor: Al, Annie Corley, Brett Rice, Bruce Dern, Bubba Baker, Catherine Mangan, Charlize Theron, Christian Stokes, Christina Ricci, Cree Ivey, Glenn R. Wilder, Jesse Stern, Jim R. Coleman, Kaitlin Riley, Kane Hodder, Lee Tergesen, Lyllian Barcaski, Magdalena Manville, Marc Macaulay, Marco St. John, Pruitt Taylor Vince, Romonda Shaver, Rus Blackwell, Scott Wilson, Stephan Jones, Tim Ware

Director: Patty Jenkins

Rating: R

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

Genre: Comedy, Drama

Actor: Alan Tudyk, Bingo O'Malley, Charis Michelsen, Elisabeth Granli, Frances McDormand, George Grizzard, James Ellroy, James Kisicki, Jane Adams, John W. Iwanonkiw, Katie Holmes, Kelly Bishop, Michael Cavadias, Michael Douglas, Philip Bosco, Richard Knox, Richard Thomas, Rip Torn, Rob McElhenney, Robert Downey Jr., Sean King, Tobey Maguire, Victor Quinaz, Yusuf Gatewood

Director: Curtis Hanson

Rating: R

Lee Holloway (Maggie Gyllenhaal) is compassionate and diminutive, but her social awkwardness hinders her as she attempts to navigate young adulthood. After recently being hospitalized for self-harm, Lee is determined to prove she is capable of autonomously taking care of herself. She begins working as a secretary for E. Edward Grey (James Spader), a meticulous attorney.

It’s not long before both Lee and Edward realize they’re attracted to one another’s opposite natures: Lee’s obedience and Edward’s dominance. They begin a mutually consensual BDSM relationship, with both experiencing a sexual and emotional awakening. 

The premise may sound familiar: 50 Shades of Grey is widely acknowledged as, at the very least, owing its title to Secretary. But while 50 Shades of Grey portrays an unhealthy, toxic, and superficial idea of a BDSM affair, Secretary maintains that consent must be at the core of any relationship. And ultimately for Lee and Edward, BDSM becomes a way for them to communicate and overcome their individual pain, and unite stronger as a vulnerable, loving whole.

Genre: Comedy, Drama, Romance

Actor: Alison Tatlock, Amy Locane, Christina Gray, Erin Cressida Wilson, Ezra Buzzington, Herbert Russell, James Spader, Jeremy Davies, Jessica Tuck, Julene Renee, Kyle Colerider-Krugh, Lacey Kohl, Lauren Cohn, Lesley Ann Warren, Lily Knight, Maggie Gyllenhaal, Mary Joy, Michael Mantell, Osgood Perkins, Oz Perkins, Patrick Bauchau, Sabrina Grdevich, Stephen McHattie, Steven Fierberg, Steven Shainberg

Director: Steven Shainberg

Rating: R

Best friends Miles and Jack are off to wine country to celebrate Jack's last week of freedom before he gets married. They drop white lies about themselves, with Miles pretending to be a successful writer and Jack not mentioning his impending wedding, and soon meet two beautiful women whom they spend the rest of their stay with. What sounds like a dreamy bachelor's celebration, however, soon unravels into a messy tangle of tall tales. Miles and Jack contemplate their situation in smart, sad, and silly turns, delivering excellent performances and an overall hard-hitting road movie. 

Genre: Comedy, Drama, Romance

Actor: Alex Kalognomos, Alysia Reiner, Cesar Ramos, Jessica Hecht, Joe Marinelli, Lee Brooks, M.C. Gainey, Marylouise Burke, Mikael Sharafyan, Missy Doty, Patrick Gallagher, Paul Giamatti, Peter Dennis, Phil Reeves, Robert Covarrubias, Sandra Oh, Shake Tukhmanyan, Shaun Duke, Stephanie Faracy, Thomas Haden Church, Toni Howard, Virginia Madsen

Director: Alexander Payne

Rating: R

Philipp Seymour Hoffman stars in this family drama next to Laura Linney as siblings. They have to unite to support their father who after the death of his girlfriend finds himself alone. The Savages, after the family name, have dynamics that are all too common and easily recognizable. This is a beautiful and real movie.

Genre: Drama

Actor: Cara Seymour, David Zayas, Debra Monk, Erica Berg, Gbenga Akinnagbe, Guy Boyd, Jennifer Lim, Joan Jaffe, Laura Linney, Maddie Corman, Margo Martindale, Michael Blackson, Peter Frechette, Peter Friedman, Philip Bosco, Philip Seymour Hoffman, Rosemary Murphy, Sage Kirkpatrick, Salem Ludwig, Sandra Daley, Sidné Anderson, Tonye Patano, Zoe Kazan

Director: Tamara Jenkins

Rating: R

When David and his sister Jennifer fight over the TV remote, they are suddenly transported to David’s favorite sitcom, Pleasantville. They’re told by a spirit guide that their best bet at getting out is fitting in, but their modern sensibilities prove to be too much for the genteel ‘50s town. Soon, the residents learn about sex, art, criticism, and politics, and it’s up to the twins to control the ensuing mayhem and guide them to the right path. 

In hindsight, Pleasantville seems ahead of its time, preceding Marvel’s WandaVision as the ultimate, deconstructed homage to 20th-century television. But unlike the series, Pleasantville dives deep into personal and social politics, all while maintaining an impressive balance of wisdom and humor. Equally notable is the film’s transformation from black and white to Technicolor, which, aside from being a symbolic and technical feat, is also a piece of pure, mesmerizing cinema.

Genre: Comedy, Drama, Family, Fantasy

Actor: Andrea Baker, Charles C. Stevenson Jr., Danny Strong, David Tom, Dawn Cody, Denise Dowse, Don Knotts, Erik MacArthur, Gerald Emerick, Giuseppe Andrews, J. Patrick Lawlor, J.T. Walsh, James Keane, Jane Kaczmarek, Jason Behr, Jason Maves, Jeanine Jackson, Jeff Daniels, Jenny Lewis, Jim Antonio, Joan Allen, John Ganun, Johnny Moran, Justin Nimmo, Kai Lennox, Kevin Connors, Kristin Rudrüd, Laura Carney, Lela Ivey, Maggie Lawson, Marc Blucas, Marissa Ribisi, Marley Shelton, McNally Sagal, Nancy Lenehan, Natalie Ramsey, Patrick Thomas O'Brien, Paul Morgan Stetler, Paul Walker, Reese Witherspoon, Robin Bissell, Stanton Rutledge, Tobey Maguire, Weston Blakesley, William H. Macy

Director: Gary Ross

Rating: PG-13