473 Best Challenging Movies to Watch (Page 5)

Martin Scorsese — plus screenwriter Paul Schrader, editor Thelma Schoonmaker, and cinematographer Robert Richardson — reimagine nocturnal New York City as an eternally flaming circle of hell in this darkly funny fever dream. Frank Pierce (Nicolas Cage) is an insomniac paramedic who’s haunted by the ghosts of all the lives he couldn’t save and is on a nightmarish run of losing every patient he tries to help. There’s no respite for him anywhere; he’s so burnt out he begs to be fired, but the city is so desperate they won’t let him leave their tired ranks of medics, who are mostly jaded, sometimes sadistic, and yet still addicted to the euphoric high of saving a life.

As Frank is pushed ever closer to breaking point, the film takes on the hallucinatory qualities of his perspective, the cinematography growing feverish and the editing powered by a wild, manic energy. What stops the movie from feeling like a spiral into actual hell is the strange light that keeps Frank returning to work — the perpetual need for redemption and grace that prevents him from becoming cold to his job but makes his sanity fragile. In typical Scorsese-Schrader style, this is a raw, visceral, and very human search for grace in an unsparing urban hellscape.

Genre: Drama, Horror, Thriller

Actor: Afemo Omilami, Aida Turturro, Aleks Shaklin, Andy Davoli, Antone Pagán, Arthur J. Nascarella, Bernie Friedman, Betty Miller, Brian Smyj, Bronson Dudley, Catrina Ganey, Charis Michelsen, Cliff Curtis, Craig muMs Grant, Cullen O. Johnson, David Zayas, Ed Jupp Jr., Floyd Resnick, Frank Ciornei, Fuschia!, Graciela Lecube, Jack O'Connell, James Hanlon, Jesse Malin, John Goodman, John Heffernan, Jon Abrahams, Joseph P. Reidy, Judy Reyes, Julyana Soelistyo, Larry Fessenden, Leonid Citer, Lia Yang, Marc Anthony, Mark Giordano, Martin Scorsese, Mary Beth Hurt, Mary Diveny, Marylouise Burke, Matthew Maher, Melissa Marsala, Michael Carbonaro, Michael Kenneth Williams, Michael Mulheren, Mtume Gant, Nestor Serrano, Nicolas Cage, Omar Scroggins, Patricia Arquette, Phyllis Somerville, Queen Latifah, Raymond Cassar, Richard Spore, Sonja Sohn, Sylva Kelegian, Terry Serpico, Theo Kogan, Tom Cappadona, Tom Riis Farrell, Tom Sizemore, Ving Rhames

Director: Martin Scorsese

Rating: R

There are moments in our childhood that we deeply regret, even if we didn’t know better, even if innocence can excuse us, and even if we weren’t the ones primarily responsible for the mistake. The memory of it can be haunting, but none has been as devastating as the memory depicted in Louis Malle’s semi-autobiographical period drama Au Revoir les Enfants. Malle brings us to the boarding school rhythms with ease, straightforwardly depicting it as is, but with the camera and the sequencing recognizant of the implications. With the natural dynamic between the unthinking Julien (Malle’s younger self) and the alert and afraid Jean formed through subtle moments, Au Revoir les Enfants culminates into the heartbreaking coming-of-age moment that Malle personally lived through in World War II.

Genre: Drama, War

Actor: Arnaud Henriet, Francine Racette, François Berléand, François Négret, Gaspard Manesse, Irène Jacob, Luc Etienne, Pascal Rivet, Peter Fitz, Philippe Morier-Genoud, Raphael Fejtö, René Bouloc, Sergio Kato, Stanislas Carré de Malberg

Director: Louis Malle

Rating: PG

Art is a hobby for most people, but for musician Jon Batiste and writer Suleika Jaouad, art is part and parcel of this thing called life. Of course, it’s part of their work, and it’s how they make a livelihood, but it’s more than that– it’s almost a spiritual ritual they cling to, especially when Jaouad finds out that her leukemia has returned. American Symphony mainly depicts the creation of said orchestral work, but director Matthew Heineman translates the symphony into cinematic form, culminating in a performance played over the intimate moments between Batiste and Jaouad. It’s not just a documentary of a performance, but a documentary about art, about creation despite life’s pains, perhaps to survive life’s pains. It’s a powerful work that makes it easy to believe in art as imperative for life, and vice versa.

Genre: Documentary, Music

Actor: Anna Wintour, Billie Eilish, James Taylor, Jon Batiste, Jonathan Dinklage, Justin Bieber, Lenny Kravitz, Louis Cato, Questlove, Simon Helberg, Stephen Colbert, Stevie Wonder, Suleika Jaouad, Trevor Noah

Director: Matthew Heineman

Rating: PG-13

The Sweet Hereafter is the kind of movie that feels very different from the one you might imagine when reading the plot synopsis. The tragic accident at its center doesn’t form a dramatic crescendo as you might be primed to expect — and, despite revolving around a lawsuit, this is no courtroom drama. Instead, the ironically titled The Sweet Hereafter deals with the messy, difficult emotions that come with grief, survival, and blame in the aftermath of a bus crash, with the film largely taking place in a snowy Canadian town rent apart by the loss of nearly all its children in the accident. Ian Holm plays the out-of-town lawyer battling to unite the bereft parents behind a class action lawsuit, all while struggling to deal with the quasi-loss of his own drug-dependent daughter. Non-linear chronology means the before-the-crash and the after intermingle, scene after scene; it’s an unorthodox remix of the way we’re used to seeing this kind of story unfold, but it allows the movie to home in on the complexity of the community’s pain. Unsparing performances, haunting music, and meditative cinematography plunge us into it all, recreating the terrible iciness of grief in a way that is difficult to shake off.

Genre: Drama

Actor: Alberta Watson, Allegra Denton, Arsinée Khanjian, Brooke Johnson, Bruce Greenwood, David Hemblen, Devon Finn, Earl Pastko, Gabrielle Rose, Ian Holm, Kirsten Kieferle, Marc Donato, Maury Chaykin, Mychael Danna, Peter Donaldson, Sarah Polley, Sarah Rosen Fruitman, Simon Baker, Stephanie Morgenstern, Tom McCamus

Director: Atom Egoyan

Rating: R

The Kings of the World is a surreal coming-of-age movie that follows Rá, Culebro, Sere, Winny, and Nano, street kids who are on their way to claim land that’s rightfully theirs. Their one goal is to finally make a home after living without one for so long, but they’re hindered by the inevitable tragedies that befall kids of their kind: impoverished, alone, and abandoned.

The title is ironic, but it also hints at their state of mind: these boys are unstoppable, rabble-rousers who live like there’s no tomorrow. They tear down private property and invade inns not out of spite, necessarily, but out of a knowledge that whatever they do they’re gonna be put down anyway, so they might as well live without rules.

Tackling powerful themes like land restitution and youth neglect, The Kings of the World is one of the most agonizing movies you'll ever see. It’s also Colombia’s official Best Foreign Language Film entry in the 2022 Academy Awards.

Genre: Adventure, Drama

Actor: Brahian Acevedo, Carlos Andrés Castañeda, Cristian Campaña, Cristian David Duque, Davison Florez

Director: Laura Mora

Rating: TV-MA

Ryan Gosling plays a Jewish Neo-Nazi in this extremely riveting window into the definition of inner conflict. It is a prime example of how character development should be done and it put Gosling on the map for me. He starts out as an exemplary student in Hebrew school until he starts questioning his teachings and exploring alternative ideologies, leading him to the neo-Nazi movement. Won the Grand Jury Prize at Sundance

Genre: Drama

Actor: A.D. Miles, Billy Zane, Chuck Ardezzone, David Bailey, Dean Strober, Ebon Moss-Bachrach, Elizabeth Reaser, Garret Dillahunt, Glenn Fitzgerald, Heather Goldenhersh, Henry Bean, Joel Garland, Joel Marsh Garland, Jordan Lage, Joshua Harto, Kris Eivers, Lucille Patton, Michael Marcus, Michael Port, Peter Meadows, Ronald Guttman, Ryan Gosling, Sascha Knopf, Sig Libowitz, Summer Phoenix, Theresa Russell, Tibor Feldman, Tommy Nohilly

Director: Henry Bean

Rating: R

How do you get rid of an irremovable stain? In Lodge Kerrigan’s psychological thriller, characters shave the dirt off in hopes of returning things to their original pristine state. In the process of doing so, however, permanent damage is incurred, which begs the question: is the eradication of filth correspond to cleansing?

Through erratic editing and an unsettling sound design, not only does Clean, Shaven put its audience in the disturbed mind of the protagonist Peter Winter, it also effectively depicts his struggle (and inability) to retain sanity amidst a prejudiced society. The film contrasts post-Cold War paranoia with the nobility of paternal love, and finds tragedy in Peter’s futile attempts to prove his “cleanliness” in a world intent to brand him as dirty.

Genre: Crime, Drama, Thriller

Actor: Alice Levitt, Eliot Rockett, Ismael Ramirez, J. Dixon Byrne, Jennifer MacDonald, Karen MacDonald, Molly Castelloe, Peter Greene, Peter Lucas, Rob Benevides, Robert Albert

Director: Lodge Kerrigan

Bad Lieutenant is no misnomer: Harvey Keitel’s policeman really is one of NYPD’s worst. Already corrupt, abrasive, and abusive at the film’s outset, the movie chronicles his coked-out descent into total depravity after he’s called to investigate a heinous crime amid rapidly worsening personal circumstances. The brilliance of Bad Lieutenant is therefore a counterintuitive one: as awful as the Lieutenant is, we can’t help but feel emotionally involved because, in Keitel’s bravura performance, we can see the glint of pain — and thus of a person — within.

Always one for provocation, director Abel Ferrara pushes our empathy to — and maybe even beyond — its natural limits, only to break with the film’s hitherto unrelenting grit and dangle the glinting possibility of transcendent redemption in front of us. Anyone familiar with Catholic guilt cinema (movies like Martin Scorsese’s Who’s That Knocking At My Door and Mean Streets) will instantly recognize the same undercurrent running through Bad Lieutenant — even if Ferrara takes the idea of juxtaposing the profane with the sacred to the extreme here.

Genre: Crime, Drama

Actor: Bianca Hunter, Bo Dietl, Bob Murphy, Brian McElroy, Dana Dee, Darryl Strawberry, Ed Kovens, Eddie Daniels, Frank Adonis, Frankie Acciarito, Frankie Thorn, G. Elvis Phillips, Gene Canfield, Harvey Keitel, Heather Bracken, Iraida Polanco, Jaime Sánchez, John Steven Jones, Larry Mullane, Leonard L. Thomas, Minnie Gentry, Nicholas De Cegli, Paul Calderon, Paul Hipp, Peggy Gormley, Penelope Allen, Phil Neilson, Robin Burrows, Stella Keitel, Stephen Chen, Victor Argo, Victoria Bastel, Vincent Laresca, Zoë Lund

Director: Abel Ferrara