306 Best Challenging Movies to Watch

Staff & contributors

One of the cinema’s most noble roles is to challenge pre-conceived perceptions and tackle difficult questions about humanity and the world. Here are some of the most important and topically challenging movies to stream right now.

Understated in budget but lavished with praise, this semi-autobiographical drama by Daniel Destin Cretton flings its audience into the chaotic lives and personal crises of at-risk youths and the passionate social workers that aid them. In his first feature film, the young director draws the viewers into the storm of events and the emotional ups-and-downs of social work in America, going from uplifting to depressing and back – and every emotion in-between.

Set in the real-life and eponymous group home Short Term 12, devoted but troubled foster-care worker Grace is played by Brie Larson, whose shining performance in her first leading role was lauded by critics. Fans will also recognize the supporting actors Lakeith Stanfield and Rami Malek, who broke out in this movie. Short Term 12 is now considered one of the most important movies of 2013 – some say of the decade – owing to its immaculate writing, intimate camerawork, and gripping performances.

Genre: Drama

Actor: Alex Calloway, Angelina Assereto, Brie Larson, Diana Maria Riva, Frantz Turner, Harold Cannon, Joel P. West, John Gallagher Jr., Kaitlyn Dever, Keith Stanfield, Kevin Hernandez, Lakeith Stanfield, Lydia Du Veaux, Melora Walters, Michelle Nordahl, Mohammad Shiravi, Rami Malek, Silvia Curiel, Stephanie Beatriz

Director: Destin Cretton, Destin Daniel Cretton

Rating: R

Not one but two Oscars as well as a Golden Globe are among this movie’s never-ending list of accolades. It was the first Iranian film ever to get an Oscar and the first non-English film ever nominated for Best Screenplay. Originally titled The Separation of Nader from Simin in Persian, it homes in on the dissolving relationship of a middle-class couple from Teheran – and the unintended consequences of tragic events.

However, this film is so intense, well-acted, and well-written, it defies categorization. To be sure, the movie does offer a painful look at a deteriorating marriage. It’s also timely, dealing with the politics of theocracy, economic underdevelopment, and social alienation. It presents tense moral dilemmas without pointing a finger. If you’re curious to learn about the humans of Iran and, by cultural extension, the humans of the Middle East beyond the scope of global politics, A Separation is also for you.

But please don’t call it world cinema, because this is no Slumdog Millionaire. Above all, it is a searing portrayal of human conflict, relationships, and morals. It is an almost perfect depiction of how many bad people are simply good people running out of options.

Genre: Drama

Actor: Ali-Asghar Shahbazi, Babak Karimi, Bahareh Riahi, Kimia Hosseini, Leila Hatami, Merila Zare'i, Payman Maadi, Peyman Maadi, Peyman Moaadi, Sahabanu Zolghadr, Sare Bayat, Sareh Bayat, Sarina Farhadi, Shahab Hosseini, Shirin Yazdanbakhsh

Director: Asghar Farhadi

Rating: PG-13

, 2014

Aptly named ‘Rupert Grint on speed’ by one critic, Antoine-Olivier Pilon plays Steve, an abusive ADHD adolescent who just got out of a juvenile care facility for setting fire to the school cafeteria and injuring a fellow student. Similarly, his mother Diane, played by Anne Dorval, is a type of Lorelai Gilmore on speed – and to say that sparks fly when they clash is an understatement. But help comes from unexpected places: ‘Die’ makes friends with Kyla, an anxious teacher living across the street, who then gets sucked into this crazy, volcanic mess.

Mommy is the fifth feature film by French-Canadian don’t-call-him-a-hipster director Xavier Dolan and won the Cannes Jury Prize for its originality. It is shot in the 1:1 ‘portrait’ format, but every now and then a moment of exhilaration will crack open the frame. The brutality on screen is sugar-coated by an all-over-the-place soundtrack that includes the Counting Crows, Celine Dion, and Blue (Da Ba Dee) by Eiffel 65.

Shrill, violent, and demented, this out-of-control dark comedy will punch you in the guts. But it also aims straight for the heart and doesn't miss. Prepare to be continually torn between laughing out loud, clawing your seat, and covering your mouth in shock.

Genre: Drama

Actor: Alexandre Goyette, Anne Dorval, Antoine-Olivier Pilon, Catherine Brunet, Danielle Lepine, Dominic Desnoyers, Guenièvre Sandré, Guillaume Laurin, Huguette Gervais, Isabeau Blanche, Isabelle Nélisse, Jean-Philippe Baril-Guérard, Jeanne Roux-Coté, Johanne Garneau, Justin Laramée, Mathieu Dufresne, Michèle Lituac, Michael Rudder, Michele Lituac, Natalie Hamel-Roy, Nathalie Hamel-Roy, Patrick Huard, Pierre-François Bouffard, Pierre-Yves Cardinal, Reda Guerinik, Rosalie Fortier, Sabrina Bisson, Stéphane Julien, Steven Chevrin, Suzanne Clément, Suzanne Clément, Sylvie Lemay, Ted Pluviose, Vincent Fafard, Viviane Pacal

Director: Xavier Dolan

Rating: R

A wealthy paraplegic needs a new caretaker. His choice is surprising -- an ex-con down on his luck. Both of their lives are changed forever. Based on a true story, it is funny, touching, and very surprising.  It will have you rolling on the floor laughing one minute and reaching for your hankie the next. Intouchables is one of those perfect movies, that will easily and instantly make anyone's all-time top 10 list.

Genre: Comedy, Drama

Actor: Absa Diatou Toure, Alba Gaïa Kraghede Bellugi, Alba Gaïa Bellugi, Anne Le Ny, Antoine Laurent, Audrey Fleurot, Benjamin Baroche, Camila Samara, Caroline Bourg, Christian Ameri, Clotilde Mollet, Cyril Mendy, Dominique Daguier, Dorothée Brière, Elliot Latil, Émilie Caen, François Bureloup, François Caron, François Cluzet, Grégoire Oestermann, Hedi Bouchenafa, Ian Fenelon, Jean-François Cayrey, Jérôme Pauwels, Joséphine de Meaux, Joséphine de Meaux, Marie-Laure Descoureaux, Michel Winogradoff, Nicky Marbot, Omar Sy, Philippe Pozzo di Borgo, Pierre-Laurent Barneron, Renaud Barse, Salimata Kamate, Sylvain Lazard, Thomas Solivérès, Yun-Ping He

Director: Eric Toledano, Olivier Nakache

Rating: R

How do you make a film about the Holocaust feel new? How do you make the terrors feel fresh, like it was just in the news, without sounding redundant or without giving into the sensationalized and emotionally manipulative? For Director Jonathan Glazer, the answer lies in not what you show but what you don’t show. The Zone of Interest is shot from the point of view of Nazi Officer Rudolf Höss (Christian Friedel) and his wife Hedwig (Sandra Hüller), who live a dreamy life right next to the infamous Auschwitz death camp. Glazer frames them plainly and without flourish as they ignore (or, arguably, revel in) the glow of burning bodies, the howls of pain, and the billows of smoke coming from the torture chamber a wall away. It’s a powerful, nauseating contrast that turns the question from “How can they do this?” to “Who among us is committing the same things right now?” Who among us is casting a blind eye to the atrocities and genocide being committed at this very moment to our neighbors? The film, which is also a technical feat in terms of the way it’s shot (the crew and cameras remained hidden so that the actors were free to roam, as if in a play) is chilling and thought-provoking, and it will unnerve you for days on end.

Genre: Drama, History, War

Actor: Anastazja Drobniak, Christian Friedel, Daniel Holzberg, Freya Kreutzkam, Imogen Kogge, Jakub Sierenberg, Johann Karthaus, Klaudiusz Kaufmann, Lilli Falk, Luis Noah Witte, Marie Rosa Tietjen, Maximilian Beck, Medusa Knopf, Nele Ahrensmeier, Rainer Haustein, Ralph Herforth, Sandra Hüller, Sascha Maaz, Shenja Lacher, Thomas Neumann

Director: Jonathan Glazer

Rating: PG-13

Legend has it that director Derek Cianfrance had the co-stars and co-executive producers Michelle Williams and Ryan Gosling live together in the same house for a month in preparation of their roles. The fictional couple they play in Blue Valentine lived in the same house. True or not, this created the harsh proximity, intensity, and claustrophobia that is a hallmark of this production. Blue Valentine brings us painfully close to the couple's attraction as well as their agony.

In this way, Blue Valentine is a heart-breaking examination of the decaying shell of a once-bright marriage. As sad as it is sexy, it mixes intense flashbacks of past desire with the grim reality of married life's monotony. It boasts an electrifying performance from Michelle Williams and Ryan Gosling, who seamlessly combine tenderness and lust, rage and sadness. This is a guaranteed tear-jerker, so make sure you've brought your Kleenexes!

Genre: Drama, Romance

Actor: Alan Malkin, Ashley Gurnari, Barbara Troy, Ben Shenkman, Carey Westbrook, Enid Graham, Faith Wladyka, Ian Bonner, James Benatti, Jen Jones, John Doman, Joseph Basile, Mark Benginia, Marshall Johnson, Maryann Plunkett, Michelle Williams, Mike Vogel, Robert Russell, Ryan Gosling, Tamara Torres

Director: Derek Cianfrance

Rating: R

Thirty years after its release, the first ever Chinese language Palme d’Or winner has finally been made more accessible through Criterion Channel through its uncut 4K restoration. Farewell My Concubine is one of those classical epics that is considered essential viewing, but even with its near 3 hour runtime, the film still holds up all these decades later with its startlingly heartrending love story and depiction of the tumultuous shifts of 20th century China. Director Chen Kaige masterfully balances both sides, tapping into the pain Dieyi (Leslie Chung) chooses as he clings to the classical opera, the very art form that allows him a sliver of his unrequited love to be realized, but that is also limited depending on whichever government is in charge at the moment. It’s possibly one of the most beautiful and most miserable films ever made.

Genre: Drama

Actor: Dan Li, David Wu, Fei Zhenxiang, Ge You, Gong Li, Huang Lei, Jiang Wenli, Lei Han, Leslie Cheung, Lu Qi, Yang Lixin, Ying Da, Zhang Fengyi, Zhi Yitong

Director: Chen Kaige

Rating: R

, 1997

Cure is about a mad society, where both cure and sickness might be one and the same. Director Kiyoshi Kurosawa subverts the police procedural into an interrogation without definite answers, an abstract study on the evil that resides and is suppressed in every person’s heart. Unlike most horror films, Cure’s scares are left in plain sight, hypnotically mesmerizing as they are gruesome, with a sense of mundanity associated with other Japanese masters like Ozu or Kore-eda. “At the time it just seemed the right thing to do,” a man answers when asked why he killed his wife, and it is this contradictorily calm, nonchalant demeanor that creates a feeling of unease in the film’s horror aesthetic.

Genre: Crime, Drama, Horror, Mystery, Thriller

Actor: Akira Otaka, Anna Nakagawa, Denden, Hajime Tanimoto, Kōji Yakusho, Makoto Kakeda, Makoto Togashi, Masahiro Toda, Masato Hagiwara, Misayo Haruki, Ren Osugi, Shôgo Suzuki, Shun Nakayama, Taijirō Tamura, Takeshi Mikami, Taro Suwa, Tsuyoshi Ujiki, Yoriko Dōguchi, Yukijiro Hotaru

Director: Kiyoshi Kurosawa

How far would you go to help a friend? The answer to this question might turn out quite differently after you have lived through the 2-hour squalor of 4 Months, 3 Weeks and 2 Days. Set in the bleak late-1980s reality of Communist Romania, under the ironclad rule of Stalinist dictator Nicolae Ceaușescu, Anamaria Marinca and Laura Vasilu play Otilia and Gabriela, two small-town students. Otilia volunteers to help Gabriela go through with an illegal abortion, which takes place in a shoddy hotel room with the help of a man named Bebe (played by Vlad Ivanov). When things don't go as planned, they find their situations quickly going from very bad to outright horrible. Powerful performances, a realistic script, and director Cristian Mungiu's technical finesse create an experience that will force you to relive the desperation the two women must endure. Little wonder that it won the Palme d'Or at Cannes in 2007.

Genre: Drama

Actor: Adi Carauleanu, Adina Cristescu, Alexandru Potocean, Anamaria Marinca, Cerasela Iosifescu, Constantin Bojog, Doru Ana, Eugenia Bosânceanu, Geo Dobre, Ion Sapdaru, Laura Vasiliu, Liliana Mocanu, Luminita Gheorghiu, Mădălina Ghițescu, Mărioara Sterian, Tania Popa, Teodor Corban, Vlad Ivanov

Director: Cristian Mungiu

Rating: Not Rated

A follow-up/companion piece to the award-winning The Act of Killing, The Look of Silence is another compelling documentary from Director Joshua Oppenheimer. Both films aim attention at the Indonesian Genocide of 1965-66, when the military government systematically purged up to one million communists. While the first film's focus was on the culprits and on providing facts, the second one lets us meet the victims. One victim in particular: a soft-spoken optician named Adi Rukun, who meets with various members of the death squad who murdered his elder brother Ramli, under the guise of giving them an eye test. As he questions them about the killings, the murderers, again, show little remorse and eagerly provide the lurid details to the many executions. It's a stunning and provocative look at the legacy of historical mass killings, along with the insidious propaganda that provokes them, and continues to justify them to younger generations. A testament to the power of cinema to remember the forgotten.

Genre: Documentary, History

Actor: Adi Rukun, Amir Hasan, Inong, Joshua Oppenheimer, M.Y. Basrun

Director: Joshua Oppenheimer

Rating: PG-13

Ahmed plays Ruben Stone, a heavy metal drummer, who plays in a band and lives in a tour bus with his girlfriend Lou (Olivia Cooke). Quickly after meeting the couple, we witness the touring musician drastically losing his hearing. As recovering addicts with little financial means, they soon run out of options. Lou desperately wants to prevent Ruben's relapse into addiction and so she helps him retreat to a deaf community group home, run by the illustrious Joe, a truly amazing character played by the equally amazing Paul Raci, himself the hearing son of deaf parents. There is something deeper going on though: the question of what disability is, and how, despite how it drastically changes Ruben's life, it might not be his biggest problem. In addition to the stellar acting and delicate writing, we experience his condition through the incredible sound design used by director Darius Marder, complete with muffled conversations, garbled noises, and piercing silence. This is a movie to be taken in completely. Above all, it's about Riz Ahmed's performance. He learned to play drums, sign language, and studied deafness ahead of the shooting, and he does not strike a wrong note.

Genre: Drama, Music

Actor: Alan Resnic, Bill Thorpe, Chelsea Lee, Chris Perfetti, Ezra Marder, Hillary Baack, Jamie Ghazarian, Lauren Ridloff, Mathieu Amalric, Michael Tow, Olivia Cooke, Paul Raci, Rena Maliszewski, Riz Ahmed, Tom Kemp, William Xifaras

Director: Darius Marder

Rating: R

Directed by celebrated artist-turned-filmmaker Julian Schnabel, who won an award in Cannes for it, The Diving Bell and the Butterfly is the true story of the Parisian journalist and fashion editor Jean-Dominique Bauby (Mathieu Amalric), who suffered a devastating stroke at the age of 43. Paralyzed almost completely by what is termed locked-in syndrome, his left eye was the only part of his body that he was still able to move. In a Herculean effort, Bauby learned to blink in an alphabet code that eventually enabled him to communicate. The film alternates between Bauby's interaction with his visitors and caretakers (including painstakingly dictating his memoir, the titular Le Scaphandre et le Papillon) and dream-like fantasies and memories of his life prior to paralysis. The title alludes to this juxtaposition: the diving bell representing his final state of isolation, akin to a deep-sea diver under a bell, and the butterfly as a symbol for his blinking eye and the freedom he has in his mind, dreams, and imagination. Shot from Bauby's perspective, we see what he sees. Be it his divorced but loyal wife and his family visiting him, or his old father, played by Max von Sydow, which is probably the scene in this fascinating movie that will make you lose it and weep like the rest of us.

Genre: Drama, History

Actor: Agathe de La Fontaine, Anne Alvaro, Anne Consigny, Emma de Caunes, Emmanuelle Seigner, Fiorella Campanella, Françoise Lebrun, Gérard Watkins, Isaach De Bankolé, Jean-Philippe Écoffey, Jean-Pierre Cassel, Laure de Clermont-Tonnerre, Lenny Kravitz, Marie-Josée Croze, Marina Hands, Mathieu Amalric, Max von Sydow, Nicolas Le Riche, Niels Arestrup, Olatz Lopez Garmendia, Patrick Chesnais, Talina Boyaci, Zinedine Soualem

Director: Julian Schnabel

Rating: PG-13

In Lumon, a company that resembles the increasingly intrusive oligarchs of Big Tech, Mark (Adam Scott) and his colleagues undergo a procedure that allows them to separate their work memories from their non-work memories. It sounds like a dream: the perfect work-life balance. But things get complicated when one colleague mysteriously leaves and is replaced by confused new hire, Helly (Britt Lower). Mark and Helly dig into shocking truths about what they really do, and for whom.

Just like the endless halls of Lumon, Severance is filled with twists and turns, many of which are impossible to see coming. Slow, smart, and sneaked with a dystopian eerieness that doesn’t feel all that far off, Severance is sure to leave you wary of corporate slavishness, if you aren’t already. 

Genre: Drama, Mystery, Sci-Fi & Fantasy, Science Fiction

Actor: Adam Scott, Britt Lower, Christopher Walken, Dichen Lachman, Jen Tullock, John Turturro, Michael Chernus, Patricia Arquette, Tramell Tillman, Zach Cherry

Rating: SPG