497 Best Challenging Movies to Watch (Page 7)

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.

The Dardenne brothers deliver one of their characteristic tests of empathy with this social realist tale centered around an apparently irredeemable soul. Bruno (Jérémie Renier) and his girlfriend Sonia (Déborah François) are childish teenagers who have just welcomed their first baby, a boy named Jimmy. But the fact that he’s now a father and jointly responsible for a new life doesn’t seem to register with Bruno, a small-time criminal whose thoughts don’t extend beyond his next job and what he’ll buy with the takings.

Sickeningly, Jimmy’s birth gives the vacant-headed, impulsive Bruno an idea for a quick buck: he’ll use the black market to sell the baby to a family hoping to adopt. This awful act sets in motion a frantic set of events as Sonia’s horrified reaction signals to Bruno that he might have gone too far this time. Strikingly, though, we’re never sure if Bruno is experiencing a moment of genuine reflection — perhaps the first of his life — even up to the film’s dam-break of a final scene. The ghastliness of Bruno’s actions makes this a challenging watch, but the Dardenne brothers’ restraint and resolute refusal to moralize about their easily condemnable protagonist open it up to being a compelling reflective exercise on the limits of redemption.

Genre: Drama

Actor: Bernard Marbaix, Déborah François, Fabrizio Rongione, François Olivier, Jérémie Renier, Jérémie Segard, Mireille Bailly, Olivier Gourmet, Stéphane Bissot

Director: Jean-Pierre Dardenne, Luc Dardenne

This documentary starts with Alex Lewis, who gets into a motorcycle accident and wakes up in the hospital not knowing who he is. He doesn’t remember anything (not even what a bicycle or a TV is, or who his mother or father are), but he remembers his twin brother, Marcus. When Alex gets back into his childhood home, he’s full of questions, and Marcus is full of answers. However, slowly, Marcus realizes his power to reshape Alex’s version of their past. Marcus leaves one important detail from Alex’s life that makes this documentary (as if it wasn’t already) such an insane story. I know I said it’s a sad movie, but it’s also fascinating and, ultimately, humanizing of the brothers’ experience.

Genre: Documentary, Drama, Mystery

Actor: Alex Lewis, Andrew Caley, Evan Milton, Kathleen Rainey, Laura Obiols, Marcus Lewis |, Thomas Mulhurn

Director: Ed Perkins

Rating: TV-MA

Still Alice is a drama about a renowned linguistics professor (Julianne Moore) who slowly begins to lose words and find herself lost in familiar places, leading to an unexpected diagnosis of Early Onset Alzheimer's Disease. Alice’s husband (Alec Baldwin) and three grown children subsequently struggle to maintain balance as her condition deteriorates, even as she steadfastly strives to maintain her self-composure. Interestingly, Alice uses her professional skills in communication to employ innovative ways to maintain her language and memory as well as possible, despite her ongoing decline. It’s a melancholy yet wonderfully touching film that feels thoroughly honest and real every step of the way. Julianne Moore is superb throughout—a role that earned her a well-deserved Best Actress Oscar for her performance.

Genre: Drama

Actor: Alec Baldwin, Daniel Gerroll, Eha Urbsalu, Erin Darke, Hunter Parrish, José Báez, Julianne Moore, Kate Bosworth, Kristen Stewart, Maxine Prescott, Orlagh Cassidy, Quincy Tyler Bernstine, Rosa Arredondo, Seth Gilliam, Shane McRae, Stephen Kunken, Victoria Cartagena, Zillah Glory

Director: Richard Glatzer, Wash Westmoreland

Rating: PG-13

This Oscar-nominated drama tells the story of the events leading up to the Srebrenica massacre, in which 8372 Bosnian Muslims were killed. It focuses on one U.N. worker who was caught between trying to protect her family, herself, and helping people in need.

The film is as horrific as it is relevant: up until the actual killing starts, people are constantly being assured that everything is under control and that there is no reason to panic. This gives an eerie feeling of resemblance to the tone many minorities in distress receive nowadays.

Still, Quo Vadis, Aida? stops at depicting any of the acts that were committed that day. Instead, it focuses on Aida’s unrelenting race against the clock to save whatever she can.

Genre: Drama, History, War

Actor: Alban Ukaj, Boris Isaković, Boris Ler, Dino Bajrović, Dražen Pavlović, Emina 'Minka' Muftić, Emina Muftić, Emir Hadžihafizbegović, Ermin Bravo, Ermin Sijamija, Izudin Bajrović, Jasna Đuričić, Job Raaijmakers, Joes Brauers, Johan Heldenbergh, Juda Goslinga, Micha Hulshof, Raymond Thiry, Reinout Bussemaker, Rijad Gvozden, Sanne den Hartogh, Sol Vinken, Teun Luijkx

Director: Jasmila Žbanić

The key to what makes this apocalyptic thriller from Mr Robot and Homecoming showrunner Sam Esmail so unnerving is how resolute it is about not taking place in an alternate timeline. Making references to memorable events in recent history and namechecking real brands and cultural touchstones (like Tesla and Friends), Leave the World Behind is uncannily familiar — which, when combined with the film’s meticulous crafting of tension, makes it all the more unsettling.

Though taking place amidst an ambiguous national emergency, the film is largely set in one house — a claustrophobic setting that puts the characters’ self-conceits and prejudices under a microscope and forces them to confront their own impotence in an analog world. If it all sounds a bit “we live in a society,” be assured that Leave the World Behind cleverly manages to avoid the pitfalls of seeming like a bad Black Mirror ripoff by sidestepping expectations and deploying all the atmospheric tools in its arsenal. Withholding key plot and character information to increase our own paranoia means the movie always runs the risk of disappointment when explanations are finally given, but its focus on the human drama and its well-set-up ending ultimately eclipse any niggling frustrations.

Genre: Drama, Mystery, Science Fiction, Thriller

Actor: Alexis Rae Forlenza, Charlie Evans, Erica Cho, Ethan Hawke, Farrah Mackenzie, Josh Drennen, Julia Roberts, Kevin Bacon, Mahershala Ali, Myha'la, Myha'la Herrold, Orli Gottesman, Sam Esmail, Vanessa Aspillaga

Director: Sam Esmail

Rating: R

Not everybody holds a good relationship with their sisters, but ideally, we get to reunite and repair things in a good time. Unfortunately, for some families, the only time they reunite is due to a parent nearly dying. This is the case in His Three Daughters, where the three sisters meet after years living apart. It’s a common plotline, mostly depicted in the feel-good, family friendly variation, but writer-director Azazel Jacobs makes the three sisters distinct by taking the easy assumptions many people would make about them, and naturally push them to reveal the opposite. Carrie Coon, Natasha Lyonne, and Elizabeth Olsen form a great trio, delivering equally excellent performances under the same roof.

Genre: Comedy, Drama

Actor: Carrie Coon, Elizabeth Olsen, Jasmine Bracey, Jay O. Sanders, Jose Febus, Jovan Adepo, Natasha Lyonne

Director: Azazel Jacobs

Rating: R

As time goes by, the youth doesn’t recognize how connected they are to previous tragedies, more so when it comes to war. Some even say that they have no part in it. Nobuhiko Obayashi’s later years have been preoccupied in countering this idea. Casting Blossoms to the Sky is the first of Obayashi’s anti-war trilogy, with the film inviting its audience to follow a journalist rediscovering the city of Nagaoka after the 2011 Tohoku earthquake. There’s a certain dreamlike approach to the way the various war stories are weaved together, with vibrant frames, simple CGI, and prominent green screen that grants some distance between the audience and the actual wartime reality, but it’s no less potent as Reiko interviews those that remember the scars of the past, and the rituals, practices, and art they’ve taken up in response. Casting Blossoms is a depressing story about war and disaster, one that is a tough one to watch. But it never forgets the humanity, the kindness and love that allowed Japan to recover, the very qualities we must protect and remember in ourselves.

Genre: Drama, Fantasy, War

Actor: Akira Emoto, Bengal, Chōei Takahashi, Hirona Yamazaki, Hiroshi Inuzuka, Kanae Katsuno, Koji Ishikawa, Mansaku Ikeuchi, Masahiro Takashima, Masao Kusakari, Masayuki Yui, Mayuu Kusakari, Minami Inomata, Misako Renbutsu, Naoyuki Morita, Natsuki Harada, Saki Terashima, Seina Suzuki, Shiho Fujimura, Shirô Namiki, Sumiko Fuji, Takahito Hosoyamada, Takashi Sasano, Takehiro Murata, Takuro Atsuki, Tomoko Hoshino, Tōru Shinagawa, Toshie Negishi, Toshinori Omi, Toshio Kakei, Tsurutaro Kataoka, Yasuko Matsuyuki, Yuto Kobayashi

Director: Nobuhiko Obayashi

Though only currently available on Prime Video Philippines, Carlo Francisco Manatad's critically acclaimed drama boasts the kind of directorial vision and technical brilliance that deservedly kept it on the international festival circuit throughout 2021 and 2022—and that deserves to be seen around the world. Through textured cinematography and sound design, and art direction that situates its story halfway between reality and a dazed state of mind, Whether the Weather Is Fine isn't so much a factual retelling of life after Typhoon Haiyan but a meditation on what home and freedom mean to those who no longer seem to have it.

Manatad's background in experimental short filmmaking shines through in how the film seems comprised of so many irregular parts, but the emotional through line is unmistakable. Three incredible performances—from Daniel Padilla, Charo Santos-Concio, and Rans Rifol—illustrate the different ways that people try to escape or cling to hope in the wake of devastation. It's the furthest thing from "resilience porn," as the different perspectives of these characters clash and inevitably push each other away. And while that might not sound like the film offers a constructive point of view on disaster management, its intense psychological focus feels like something we haven't seen on screen before.

Genre: Drama

Actor: Charo Santos-Concio, Daniel Padilla, Francis Magundayao, Johnny Manahan, Joji Alonso, Mercedes Cabral, Nico Antonio, Rans Rifol

Director: Carlo Francisco Manatad

Wendy (Michelle Williams) is a drifter driving up to Alaska in hopes of finding work. When her car breaks down, she and her dog Lucy are stranded and forced to scrounge for food and repairs, hitting one roadblock after another on her path to an uncertain dream. This sympathetic and solemn look at poverty from director Kelly Reichardt serves as a reminder of how easy it is to fall through the fragile American safety net.   

Reichardt’s uncompromising approach paired with Williams’s restrained performance makes the experience authentic and intense, recalling the work of Ken Loach. This natural sharpness makes for an engrossing watch that builds in power until the emotional release of the film’s heartbreaking conclusion. 

Genre: Drama

Actor: Ayanna Berkshire, David Koppell, Deirdre OConnell, Gabe Nevins, Greg Schmitt, Jeanine Jackson, John Breen, John Robinson, Larry Fessenden, M. Blash, Marilyn Faith Hickey, Michelle Williams, Roger D. Faires, Tanya Smith, Wally Dalton, Will Oldham, Will Patton

Director: Kelly Reichardt

Rating: R

Sometimes you can just tell a movie means way too much to the people who made it. That makes me want to watch it more than once, which is what I wanted to do with The Tale. But while I think it's such an amazing movie and everyone should watch it, I don't think I can stomach a second watch.. It is based on the director/writer Jennifer Fox's own story - recounting her first sexual experience at a very young age. It's about the stories we tell ourselves to deal with trauma, and in that sense, and with utmost honesty, it invites grief and closure for similar experiences. A powerful movie led by a powerful performance by Laura Dern as Jennifer.

Genre: Drama, Mystery, TV Movie

Actor: Chelsea Alden, Common, Daniel Berson, Deana Deatherage, Elizabeth Debicki, Ellen Burstyn, Emily Sandifer, Frances Conroy, Grant James, Gretchen Koerner, Isabella Amara, Isabelle Nélisse, Jaqueline Fleming, Jason Ritter, Jenson Cheng, Jered Meeks, Jessica Sarah Flaum, Jodi Long, John Heard, Juli Erickson, Katie Fairbanks, Laura Allen, Laura Dern, Lonnie Rashid Lynn Jr., Madara Jayasena, Madison David, Matthew Rauch, Mobin Khan, Noah Lomax, Paul Riley Fox, Pixie Hankins, Rebecca Chulew, Ricki Bhullar, Russell Bradley Fenton, Scott Takeda, Tarek Bishara, Thom Bishops, Tina Parker, Vincent Washington

Director: Jennifer Fox

Rating: Not Rated

The end of the world, of course, forces people to contemplate one’s life purpose, the choices they made, and the opportunities they chose over others. Andrei Tarkovsky examines this idea in The Sacrifice– juxtaposing a hypothetical third World War with main character Alexander’s choices, the choices that led him to a successful acting career, but also led him to regret that he hasn’t done more to take action, until the deal he made with a cross between the Christian God and pagan sacrifice. The ideas are philosophically heavy, marked with Tarkovsky’s dreamlike imagery, long takes, and slow pacing, but it feels much more personal considering the sacrifice he made in leaving his family to create his last two films abroad. The Sacrifice is a masterful meditation on life itself, a deeply moving anti-war film that was a decent send-off of one of the greatest filmmakers ever to have existed.

Genre: Drama

Actor: Allan Edwall, Erland Josephson, Guðrún Gísladóttir, Helena Brodin, Jan-Olof Strandberg, Jane Friedmann, Susan Fleetwood, Sven Wollter, Tintin Anderzon, Tommy Kjellqvist, Valérie Mairesse

Director: Andrei Tarkovsky

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To plenty of countries around the globe, democracy has become so ubiquitous that we forget it’s relatively new, at least relative to the rest of human history. Bhutan is one of the last countries that became a democracy, and writer-director Pawo Choyning Dorji chose to depict a slice of how they made the shift in The Monk and the Gun. As Tashi sets out to obtain two weapons for his mentor, and Ron seeks a specific antique gun, Dorji presents slice-of-life moments of the beautiful Bhutan countryside, intercut with the subtle ways tradition still persists amidst modernity, and the funny ways change can clash with culture. It’s no wonder The Monk and the Gun was chosen as the Bhutanese entry for the Best International Feature at the 96th Academy Awards.

Genre: Comedy, Drama

Actor: Choeying Jatsho, Deki Lhamo, Pema Zangmo Sherpa, Tandin Sonam, Tandin Wangchuk

Director: Pawo Choyning Dorji