The Best Comedy Movies on HBO Max Right Now (November 2025)
It’s been a while since HBO Max became just MAX, and then returned to HBO Max again and it still doesn’t make any sense, and we’re still not used to it. It only makes sense because OF COURSE the same geniuses who innovated the practice of removing exclusive content from streamers would also want to distance that streamer from the most prestigious name in TV. We wouldn’t want anybody thinking Max was classy, would we? Or maybe we do? But hey: at least it still has a lot of great comedies to stream. And yes, that’s what this entire post is about: the best comedies on HBO Max.
Despite all the turmoil and nonsensical corporate decisions, HBO Max still has the best, deepest, and most varied selection of comedies of any streamer at the moment. Good luck finding this many classics or pre-’90s comedies on the other services. HBO Max today feels like Netflix did a decade ago, before the streaming world splintered into a dozen different walled off rivals. That’s a good thing.
Also, my standard disclaimer for these comedy lists: I’m not judging these exclusively on their cinematic qualities. Acting, storytelling, and technique are all apart of the equation, but the most important single facet is how much it makes me laugh.
With that out of the way, let’s get to it. Here are the best comedies on Max today.
1. The Great Dictator
Year: 1940
Director: Charles Chaplin
Stars: Charles Chaplin, Paulette Goddard, Jack Oakie, Reginald Gardiner
Rating: G
Charlie Chaplin’s first “talkie” was a biting satire that he wrote, directed, produced, scored, and starred in-as both of the lead roles, a fascist despot who bears a rather marked resemblance to Adolf Hitler and a persecuted Jewish barber. Good satire can be powerful, and this film was: Released while the United States was still formally at peace with Germany, it stirred greater public attention and condemnation of the Nazis and Mussolini, anti-Semitism and fascism. (That said, Chaplin later recounted that he could never have made the satirical film even a year or two later, as the extent of the horrors in German concentration camps became clearer.) The choice to play both the tyrant and the oppressed man was an inspired one, underscoring the frightening but inescapable truth that we all contain a little bit of both characters. This is a strikingly pertinent film for our particular moment in history, and well worth dusting off and queueing up not only for its incredible craft but for its resonance as a study in projection. —Amy Glynn
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2. Singin’ in the Rain
Year: 1952
Directors: Stanley Donen, Gene Kelly
Stars: Gene Kelly, Debbie Reynolds, Donald O’Connor, Jean Hagen, Rita Moreno
Rating: G
The most legendary of Hollywood musicals, Singin’ in the Rain is a warm, beautiful, feather-light look at Hollywood on the cusp of the talkie revolution, with timeless performances from Gene Kelly, Debbie Reynolds and Donald O’Connor. Musicals can be an acquired taste in the year 2020, but this is one of those legit classics that pretty much anybody interested in the movies should see at some point in their life. It’s a charming, romantic trifle that’s made with perfect precision, and one of the best comedies on Max.—Garrett Martin
3. The Lobster
Year: 2015
Director: Yorgos Lanthimos
Stars: Colin Farrell, Rachel Weisz, Jessica Barden, Olivia Colman, Ashley Jensen, Ariane Labed, Angeliki Papoulia, John C. Reilly
Rating: R
Greek director Yorgos Lanthimos starts The Lobster with the familiar, leading man visage of Colin Farrell, gone full dad-bod for a role that is debatably the actor’s best example for his still unheralded genius. With a remarkable dearth of charm, Farrell inhabits David, a man who, upon learning that his wife has cheated on him and so must end their relationship, is legally required to check in to a hotel where he has 45 days to find a new mate, lest he be transformed into an animal of his choosing. David easily settles upon the titular namesake, the lobster, which he explains he picks because of their seemingly-immortal lifespans, the creatures like human ears growing and growing without end until their supposed deaths. At the hotel, David tries his best to warm to a beautifully soul-less woman, knowing his remaining days are numbered, but the depths to which she subjects his resolve eventually encourages him to plan an escape, through which he matriculates into an off-the-grid conglomerate of single folk, led by Léa Seydoux. There, of course, against all rules he has a meet-cute with another outsider (Rachel Weisz) involving elaborately designed sign language (a metaphor maybe, like much in Lanthimos’s world, for the odd ritual of dating), and they fall in love. The world of The Lobster isn’t a dystopian future, more like a sort of mundane, suburban Everywhere in an allegorical alternate universe. Regardless, Lanthimos and Filippou find no pleasure in explaining the foundations of their film, busier building an absurdly funny edifice over which they can drape the tension and anxieties of modern romance. In that sense, The Lobster is an oddly feminist film, obsessed with time and how much pressure that puts on people, especially women, to root down and find someone, no matter the cost. If you’ve ever had a conversation with a significant other concerned about the increasing dangers of becoming pregnant in one’s late 30s, then The Lobster—and its ambiguous but no less arresting final shot—will strike uncomfortably close to the home you’re told you should have by now but probably can’t afford. —Dom Sinacola
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4. Modern Times
Year: 1936
Director: Charles Chaplin
Stars: Charles Chaplin, Paulette Goddard, Henry Bergman
Rating: G
If time is a flat circle, then Modern Times is like a flat sprocket—the travails of the Little Tramp navigating a mechanical world being so incessant and repetitive that elements like luck and hope only serve to spur along Chaplin’s farce even though they hold little grip on his characters’ futures. Not much changes for the Little Tramp throughout: He tries to survive, and yet the institutional system craps him back out to where he started, desperately hungry and penniless, left with nothing to do but try again. This was also Chaplin’s last go as the Tramp, and it’s easy to imagine that, throughout the film’s many misadventures—joined by equally good-natured partner in crime, the gamin (Paulette Goddard)—as he gets sucked up and sublimated into the modern industrial machine, this “disappearance” was kind of by design. It’s a weird way for Chaplin’s beloved character to go out, but so are the many ways in which Chaplin shows how the modern industrial machine becomes part of the Tramp, too. He may get squeezed through a giant, sprocket-speckled apparatus, becoming one with its schematics, but so too does the assembly line—with all that twisting, wrenching, and spinning—impress itself onto the Tramp, leaving him unable after a long shift to do anything but waggle his arms about as if he’s still on the assembly line. It’s no wonder, then, that the President of Modern Times’ factory setting bears a striking resemblance to Henry Ford: Chaplin, who toured the world following the success of City Lights, witnessed the conditions of automobile lines in Detroit, how the drudgery of our modern times weighed on young workers. The Great Depression, Chaplin seems to be saying, was the first sign of just how thoroughly technology can kill our spirits, not so much discarding us as absorbing our individuality. Modern Times, then, is a film with a conscious far beyond its time, a kind of seamless blending of special effects, sanguine silent film methods and radical fury.—Dom Sinacola
5. Tampopo
Year: 1985
Director: Juzo Itami
Stars: Tsutomu Yamazaki, Nobuko Miyamoto, Koji Yakusho, Ken Watanabe
Rating: NR
Juzo Itami’s sensual, spiritual and all-around humorous 1985 film Tampopo has long since taken its rightful seat at the table with cinema’s great “food” movies. Like Babette’s Feast and Big Night, Itami’s film explores the consummate role of food—and of the cooking experience—in knitting together the human condition. In terms of story, Tampopo centers on the efforts of its title character (Nobuko Miyamoto) to become a top-notch ramen chef. Surrounding the main storyline are myriad vignettes, mostly unconnected in character and setting, depicting the many ways (sometimes subtle but usually not) the consumption of food is inescapably intertwined with all aspects of our lives. Not every vignette hits the mark, and to modern audiences, some will be more likely to trigger a raised eyebrow, or perhaps an “okay”—I couldn’t help but think of Monty Python’s The Meaning of Life in that regard. But as a whole, Itami’s film remains a uniquely joyous affair. You may not come away from the film yearning for soft-shell turtles or interested in the sensual reward of passing an egg yolk back and forth, but it’s pretty much guaranteed you’ll discover a hankering for ramen. —Michael Burgin
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6. Safety Last!
Year: 1923
Directors: Fred C. Newmeyer, Sam Taylor
Stars: Harold Lloyd, Mildred Davis, Bill Strother
Rating: NR
“I shouldn’t have bothered scoring the last 15 minutes,” Rodney Sauer of the Mont Alto Motion Picture Orchestra told me after accompanying Safety Last! at the San Francisco Silent Film Festival. He said he and his ensemble couldn’t even hear themselves over the uproarious laughter in the Castro Theatre during Harold Lloyd’s famous building-scaling sequence. The scene, with its iconic clock-hanging finale—is such a perfect mix of suspense and comedy that it doesn’t much matter that the rest of the film seems to exist merely as a lead-up. Ultimately it’s one of the best comedies on Max. —Jeremy Mathews
7. A Christmas Story
Year: 1983
Director: Bob Clark
Stars: Melinda Dillon, Darren McGavin, Peter Billingsley
Rating: PG
To wring something as genuinely warm and heartfelt as it is hilarious from a central theme of rampant consumerism is a rare thing. To supplant Christmas Day TV scheduling previously reserved only for classics like It’s a Wonderful Life and Miracle on 34th Street is quite another. Director Bob Clark assembles a pool of onscreen talent who were clearly born to inhabit Jean Shepherd’s treasured story of childhood amidst Major Awards, first swear words, cynical Mall Santas, and—of course—the ruminations on what it truly means to shoot your eye out. —Scott Wold
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8. Problemista
Director: Julio Torres
Stars: Julio Torres, Tilda Swinton, RZA, Catalina Saavedra, James Scully, Greta Lee, Larry Owens
Rating: R
Anyone familiar with Saturday Night Live writer and Los Espookys co-creator Julio Torres’ idiosyncratic, fanciful sense of humor won’t be surprised to learn that his feature film debut, Problemista, is a delightfully erratic and wild ride. Problemista follows Alejandro (Torres), a young man who moves from El Salvador to Bushwick in the hopes of realizing his dreams as a toy maker. Getting the sponsorship he needs to remain in the United States proves to be a headache of epic proportions, but he sees a potential light at the end of the tunnel in the form of Elizabeth (Tilda Swinton): An eccentric, volatile and hostile art critic who spends her days picking fights with waiters and Apple Support technicians. Elizabeth solicits Alejandro to help get her cryogenically frozen husband Bobby’s (RZA) paintings into an art show, vowing to sponsor the young man should everything go to plan. But, we all know that everything tends not to go as planned in these sorts of situations. Getting sponsored turns out to be a wholly Kafkaesque experience for Alejandro—an experience replete with a healthy dosage of ludicrousness that Torres highlights with magnificent maze-like sets that recall the wacky, dystopian office spaces of Jacques Tati’s Playtime. These spectacular sets are a staggering showcase of Torres’ command over his unique aesthetic sensibilities and provide shrewd commentary on immigration and classism in a wholly inventive way. Despite the strength of Problemista’s fantasy, Torres doesn’t fall victim to leaning too heavily on the unreal. Using fast-paced cuts, editors Jacob Secher Schulsinger and Sara Shaw seamlessly weave the real and imagined worlds together until they become almost indistinguishable, expertly walking the delicate tightrope of believability, relatability and otherworldliness. This fearless, authentic debut showcases immense command of a unique and inventive form of humor, while touching on a very real issue with heart and candor.–Aurora Amidon
9. Friendship
Year: 2025
Director: Andrew DeYoung
Stars: Tim Robinson, Kate Mara, Jack Dylan Grazer, Paul Rudd
Rating: R
Is there a male loneliness epidemic, or is it more of a male idiocy epidemic? That’s the question poised by Friendship, a new comedy written and directed by Andrew DeYoung, but that is so in sync with star Tim Robinson’s distinct comedic voice that you’d be excused for assuming he made it himself.
Robinson plays Craig, a boring suburban nebbish whose cancer-recovering wife is obviously depressed (Kate Mara), whose teenage son is clearly counting the days until he can leave (Jack Dylan Grazer), and whose direct reports at his middle management job don’t even try to hide their contempt for him. Craig seems blithely unaware of all of this, making mundane small-talk about the latest Marvel movie while his family basically ignores him, and spending his nights in front of the TV. The kind of excitement he didn’t even know he missed enters Craig’s life when he meets his new neighbor, the local weatherman Austin Carmichael, played by Paul Rudd with the mustache and slightly sleazy charm of his Anchorman character. Austin is the too-cool friend of Craig’s dreams, and after only two hangs Craig fantasizes about the life they’ll have together as best friends. If you’ve ever seen any of Tim Robinson’s work before, you know Craig will screw this whole thing up. And he does, in gloriously uncomfortable fashion, systematically ruining every aspect of his life due to his obsession with Austin and the promise of having a cool, adventurous friend. —Garrett Mitchell
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10. House
Year: 1977
Director: Nobuhiko Obayashi
Stars: Kimiko Ikegami, Miki Jinbo, Kumiko Ohba
Rating: NR
Movies are rarely, if ever, as whirringly rich and strange as House. The 1977 fairy-tale-as-fever-dream from Japanese director Nobuhiko Obayashi was the debut of a guy who was known mostly for his TV commercials. Given a shot at making his first feature by a struggling studio that had nothing to lose, Obayashi did what any aspiring auteur would do: He went to his 11-year-old daughter Chigumi for ideas. What they came up with is a tragi-comic festival of the uncanny about a posse of seven Japanese schoolgirls, a maiden aunt with heartbreaking secret, her freaky-ass white cat named Snowflake and the house of the title, an ooky-spooky hallucination out of gothic myth and Japanese folklore, jazzed by an animated, ADD-afflicted spirit like something from the minds of Tex Avery and Busby Berkeley on crack. Though: No summary really does House justice, and every little thing about it demands attention, from the schoolgirls themselves—precocious archetypes who go by the nicknames Gorgeous, Melody, Fantasy, Prof, Sweet, Mac and Kung Fu—to the anything-goes flourishes of gimmick and technique, which evoke everything from silent film to children’s shows, classic surrealist cinema to Italian giallo. Obayashi crams every frame with a surplus of mad ideas, as if his background in 30-second spots demanded he never let the screen remain calm for an instant. House suggests that the nitrous-oxide hyperdrive of Japanese pop culture—as vivid now as ever—is a brilliantly imagined, if not in fact transcendental brand of therapy. —Steve Dollar
11. Metropolitan
Year: 1990
Director: Whit Stillman
Stars: Carolyn Farina, Edward Clements, Chris Eigeman, Taylor Nichols, Allison Parisi, Dylan Hundley
Rating: PG-13
There have been nearly as many “next Woody Allens” in film as there have been “next Michael Jordans” in basketball or “next Bob Dylans” in music, but sometimes the moniker fits. In Whit Stillman’s debut, he staked his claim as the Woody of the upper-class WASPy NYC set and won a whole army of loyal followers. For good reason, too—seldom has any director, regardless of experience, so deftly juggled dialogue that could so easily have delved into too-clever-by-half-isms, or trained such a sympathetic eye on a sometimes questionable nostalgia for the end of an age. Most of all, though, seeing Metropolitan just makes you feel smart and witty and somehow elevated. Not bad for the price of a movie ticket.—Michael Dunaway
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12. Barbie
Year: 2023
Director: Greta Gerwig
Stars: Margot Robbie, Ryan Gosling, America Ferrera, Issa Rae, Hari Nef, Simu Liu, Will Ferrell
Rating: PG-13
Bursting with big ideas on the complexities surrounding womanhood, patriarchy and the legacy of its eponymous subject, Barbie scores a hat trick for its magnificent balance of comedy, emotional intelligence and cultural relevance. The picture begins with a playful homage to 2001: A Space Odyssey’s Dawn of Man sequence. Except, in Gerwig’s prelude, the apes are young girls and the wondrous discovery they make is not a monolith, but a 100-foot tall bathing-suit-wearing Barbie (Margot Robbie), who is there to put an end to Planet Earth’s sexism with her mere aspirationalism. Life is idyllic until Robbie’s Barbie, who refers to herself as Stereotypical Barbie, begins to experience an unprecedented existential crisis. These uncharacteristic anxieties, coupled with the fact that her once-permanently-tippy-toed feet have fallen flat, lead Barbie on a quest to the Real World in hopes of returning back to her normal, carefree self. When her adoring Ken (Ryan Gosling) joins her in her cross-realm voyage, ideologies are swapped, havoc is wreaked and major changes are brought upon Barbie Land. Gerwig is grappling with these heavy ideas of patriarchy and gender, but Barbie always maintains a delightful sense of play and lightheartedness. This is largely due to the pink, campy, absurd and absolutely bewitching set work created by Barbie’s production designer, Sarah Greenwood, and set decorator, Katie Spencer. The incredible sets that we see in the film are real, tangible places whose presence create a nostalgic desire to feel, grab and touch. The believability of the sets—“this is a real Barbie Dream House and Robbie is a real life Barbie doll,” we think—makes for an interesting meta layer for the film. This sense of self-awareness touches almost every aspect of Barbie, from the set design to the campy performances and even its handling of its source material. Writers Gerwig and Noah Baumbach obviously have a soft spot for Robbie’s character, and the beauty of humans in general, but they don’t allow their work with a large corporation like Mattel to prevent them from exploring Barbie’s complicated legacy throughout the film. Like its protagonist, Barbie is all the things all at once. Funny. Sentimental. Entertaining. Confrontational. Celebratory. Heartfelt. Heartbreaking. Kooky. Emotional. And, maybe most interestingly of all, a damn good time capsule for what was exciting and frightening in mainstream culture at this particular societal moment.—Kathy Michelle Chacón
13. Spaceballs
Year: 1987
Director: Mel Brooks
Stars: Mel Brooks, John Candy, Rick Moranis, Bill Pullman, Daphne Zuniga, Dick Van Patten, George Wyner, Joan Rivers
Rating: PG
Originally perceived as one of writer/director Mel Brooks’ lesser works, this loving send-up of the sci-fi/fantasy genre (specifically, Star Wars) has, over the years, wormed its way into the hearts of a new generation of fans catching it for the first time at home. “May the Schwartz be with you,” “Ludicrous Speed,” “Mawg”—if these are all terms that mean nothing to you then it’s high-time you checked this movie out and see what all the fuss is about. —Mark Rozeman
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14. Marcel the Shell with Shoes On
Year: 2022
Director: Dean Fleischer-Camp
Stars: Jenny Slate, Rosa Salazar, Thomas Mann, Isabella Rossellini
Rating: PG
Marcel the Shell with Shoes On gives us the opportunity for a delicate, whimsical and poignant escape that will make you feel stronger, taller and better for it on the other side. Who knew that a one-inch shell with shoes on would be our existential savior this summer? If you were poking around YouTube about a decade ago, you might have been witness to the viral introduction of Marcel the Shell with Shoes On. The tiny shell with insightful observations, and questions, about our everyday existence evolved into a trio of stop-motion animated shorts created by director Dean Fleischer-Camp and writer Jenny Slate (who also voices Marcel). It took more than a decade for the pair, along with co-writers Nick Paley and Elisabeth Holm, to come up with a broader story that would bring their bitty big thinker onto the big screen for a worthy continuation of his adventures. What they came up with connects loneliness, grief, hope and Lesley Stahl. No prior knowledge is necessary walking into Marcel the Shell with Shoes On, because the first act sets up the broader origin story for Marcel and their family, as well as recreates the heyday of their Internet notoriety into the film’s overall story. Taking place in a lovely Airbnb rental home in Los Angeles, Marcel is a resourceful little shell who lives in the vast home with his aging Nona Connie (Isabella Rossellini). Marcel spends most days creating Rube Goldberg contraptions, out of everything from standing mixers to turntables, to navigate challenges like climbing stairs or shaking kumquats from outside trees for food. The rest of their time is spent watching out for Connie as she gardens and makes friends with insects who assist in her garden-box tending. As Connie’s gotten more frail and forgetful in her old age, Marcel is the dutiful and gentle caretaker who cherishes her presence as his only existing family. Like the shorts, the canvas for Marcel the Shell with Shoes On is our real world, so Fleischer-Camp and cinematographer Bianca Cline are tasked with turning the mundane—a nice but regular old house—into a micro-playground filled with dappled light and ordinary obstacles meant to push Marcel’s ingenuity. Coffee tables become ice rinks, plant boxes become communal gardens and washing-room window sills become contemplative nooks for self-reflection. Their macro lens reframes everything we take for granted and makes them charming spaces for Marcel to navigate—and for our eyes to discover with fresh perspective. Of course, the cynics and the naysayers may accuse Marcel the Shell with Shoes On of being too twee or not cinematic enough. That’s ok. From the jump, a huge part of the film is allowing yourself to go to the tender places this movie intends to take you. This is an introspective journey that, if you let it, shatters the tiny boundaries of Marcel and Connie’s shells, connecting us all to the wealth of shared experiences, feelings and wants that take up essential space inside every one of us. That we can learn to embrace those things, with such vulnerability and bravery, from an anthropomorphic mollusk proves the true power of cinema.–Tara Bennett
15. Stranger Than Paradise
Year: 1984
Director: Jim Jarmusch
Stars: John Lurie, Eszter Balint, Richard Edson
Rating: R
Jarmusch has fashioned a wildly idiosyncratic, stylish and coherent body of work. In the early ’80s, right out of film school, Jarmusch inadvertently helped define the American independent movement when his second feature, Stranger Than Paradise, found an audience of people who enjoyed its hip-but-relaxed pace, deadpan humor and apparent awareness of world cinema. The film is stylistically simple, with even fewer shots than the film he made during school, Permanent Vacation, and it seemed to satisfy a hunger for movies that eschew Hollywood formula. That hunger didn’t go unnoticed by the industry, which has since created specialized subsidiaries of major studios, festivals like Sundance and cable channels that champion “independent” filmmakers.—Robert Davis
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16. A Hard Day’s Night
Year: 1964
Director: Richard Lester
Stars: John Lennon, Paul McCartney, George Harrison, Ringo Starr, Wilfrid Brambell
Rating: G
That opening chord of “A Hard Day’s Night” is iconic on its own, but when it’s paired with scenes of the Fab Four gleefully outrunning a crowd of screaming fans? Forget about it. The first Beatles movie—a mockumentary filmed at the height of Beatlemania—also happens to be their best; it’s funny, silly, weirdly melancholy at times (it’s hard not to see the foreshadowing when Ringo temporarily quits the band after feeling unappreciated) and full of some fantastic early performances. It manages to poke fun at the fame machine from the inside, and we always get the sense that no one found it funnier than John, Paul, George and Ringo.—Bonnie Stiernberg
17. City Lights
Year: 1931
Director: Charles Chaplin
Stars: Charles Chaplin, Virginia Cherrill, Harry Myers, Florence Lee
Rating: G
In his later years, Charlie Chaplin was known for bringing pathos into his comedy whenever he had the opportunity. City Lights is the movie where he earns every bit of it. While its structure resembles Chaplin’s usual picaresque format, there’s more of a deliberate purpose as the tramp tries to help a poor, blind flower girl, played adorably by Virginia Cherrill. Harry Myers also deserves a mention for his performance as the millionaire who’s generous when he’s drunk and can’t remember his good deeds when he’s sober. —Jeremy Mathews
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18. Time Bandits
Year: 1981
Director: Terry Gilliam
Stars: John Cleese, Sean Connery, Shelley Duvall, Michael Palin, Katherine Helmond, Ian Holm
Rating: PG
The first in Terry Gilliam’s “Trilogy of Imagination,” Time Bandits breathes with the unfettered glee of cinematic magic. Told through the eyes of Kevin, a neglected 11 year-old (Craig Warnock), the film details a literal battle between Good and Evil, between God (Ralph Richardson) and the Devil (David Warner)—though they’re never explicitly referred to as such. What Gilliam accomplishes, as Kevin meets such luminaries as Robin Hood (John Cleese), Napoleon (Ian Holm) and an irrepressibly charming King Agamemnon (Sean Connery, of course), is the perfect ode to imagination, wherein a kid’s bedroom musings gain the seriousness and weight of world-shaking war. Like a much weirder step-cousin to Bill & Ted, Time Bandits employs nostalgia and pseudo-history in equal measure to capture, with boundless invention, what it feels like be 11 again.
19. The Gold Rush
Year: 1925
Director: Charlie Chaplin
Stars: Charlie Chaplin, Mack Swain, Tom Murray, Georgia Hale
Rating: NR
The Klondike gold rush made the perfect setting for Charles Chaplin’s tramp to run wild. Chaplin took all the motifs he could find from adventure novels, melodramas and other stories of the northern frontier, tossed them in a blender and served up a collection of what would become his most famous scenes. He finds humor in peril—with a suspenseful teetering cabin scene, as well as starvation (when he famously makes a meal of his boot) and of course finds time to show off with his dancing roll scene. However, no one has succeeded in finding any humor in the atrocious voiceover Chaplin added to the 1942 rerelease. Be sure to watch the original version. For a more serious take on the Klondike hardships, see Clarence Brown’s The Trail of ’98 (1928).
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20. National Lampoon’s Christmas Vacation
Year: 1989
Director: Jeremiah S. Chechik
Stars: Chevy Chase, Beverly D’Angelo, Randy Quaid, Diane Ladd, Juliette Lewis, Johnny Galecki, Julia Louis-Dreyfus
Rating: PG-13
National Lampoon’s Christmas Vacation is not the most appropriate film for children, but then again, what are you really expecting? Written by the king of ’80s film himself, John Hughes, the holiday adventures of the Griswold family are led by Clark (Chevy Chase) through farce after farce as the family tries their damnedest to have a traditional Christmas. Of course, tradition isn’t in the Griswold family repertoire, much thanks to Cousin Eddie (Randy Quaid), and the Griswold kids, Audrey and Rusty (played, respectively, by Juliette Lewis and Johnny Galecki) aren’t much help either. Christmas Vacation gets funnier and funnier every time you watch, even if it’s only once a year. —Annie Black
21. I Married a Witch
Year: 1942
Director: René Clair
Stars: Fredric March, Veronica Lake, Robert Benchley, Susan Hayward, Cecil Kellaway
Rating: NR
You can thank the Criterion Collection for reviving modern interest in this curious, noir-tinged little comedy, which had largely been washed away into obscurity despite the presence of stars Fredric March and Veronica Lake. Amusingly, the synopsis hardly sounds like a comedy at all: The film revolves around a witch and her father who were executed in colonial America for practicing the dark arts, only to be resurrected in the 1940s, where they hound the descendent of the man responsible for their deaths. As in the later Bell, Book & Candle, the farcical use of magic is played for laughs but is oddly sinister at the same time—it is first used to nudge a man into infidelity, and later to encourage voter fraud in an election. Regardless, you’re watching it today to see ’40s bombshell Veronica Lake at the height of her powers, looking effortlessly glamorous in her signature peek-a-boo hairstyle a year after Sullivan’s Travels made her a household name. Despite the decidedly silly plot, Lake’s impeccable charm is hard to resist. —Jim Vorel
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22. Down By Law
Year: 1986
Director: Jim Jarmusch
Stars: Tom Waits, John Lurie, Roberto Benigni, Ellen Barkin
Rating: R
What makes Down By Law the quintessential Jarmusch film is in the deliberate exclusion of a sequence most other directors would have turned into their calling card. Two innocent inmates (John Lurie and Tom Waits) are joined by a third prisoner (Roberto Benigni), who is guilty but has a pretty airtight argument for self-defense. While playing cards, they discuss various exciting prison break scenes in film history, which motivates Benigni’s character to mention that he has a foolproof plan of escape. After a scene that references such cinematic moments, Jarmusch directly cuts to the prisoners already running away from prison, having cut the escape sequence all together. Jarmusch succinctly demonstrates that he isn’t interested in action but is far more fascinated by the individual quirks and mannerisms of his characters, while the dialogue that references such other prison break films expresses how deeply American mainstream pop culture has defined a big part of his personality.—Oktay Ege Kozak
23. American Splendor
Year: 2003
Directors: Robert Pulcini, Shari Springer Berman
Stars: Paul Giamatti, Hope Davis, Judah Friedlander, James Urbaniak
Rating: R
Harvey Pekar’s “American Splendor” books are fascinating: Pekar believed that even the most mundane and seemingly uncomplicated lives were worth documenting. American Splendor showcases this theory by combining real footage of Pekar, fictionalized versions of characters from his life—maintaining both stylized caricatures and naturalistic drama—and even animated segments pulled from the comics to create a cohesive whole that presents an ordinary life as a fascinating experience. —Ross Bonaime
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24. Bad Santa
Year: 2003
Director: Terry Zwigoff
Stars: Billy Bob Thornton, Tony Cox, Lauren Graham, Brett Kelly, Lauren Tom, John Ritter, Bernie Mac
Rating: R
Billy Bob Thornton is sublimely degenerate, as only he can be, but the film’s ending has one of the most redemptive turns this side of It’s A Wonderful Life. A true masterpiece of a dark comedy, in Bad Santa we see the titular Anti-St. Nick pee himself, get wasted, swear at kids, disrespect authority and plan on robbing the very mall in which he (barely) works. That the aforementioned Bad Santa is not just a vulgar caricature is testament to Thornton’s these-are-the-facts deadpan, countered by two brilliant supporting performances from the late greats John Ritter and Bernie Ma, as well as Thornton’s genuinely touching rapport with innocent cherub Thurman Murman (Brett Kelly). —Greg Smith
25. The Player
Year: 1992
Director: Robert Altman
Stars: Tim Robbins, Greta Scaachi, Fred Ward, Whoopi Goldberg
Rating: R
Robert Altman’s cameo-heavy Hollywood satire was rapturously received in 1992, and along with the next year’s Short Cuts it represents his late-career peak. Structured a bit like a film noir, albeit in the shallow, pampered world of movie executives, The Player’s mockery of the business gradually grows warmer until it seems to embrace the schmaltz and insincerity of Hollywood. It’s smart satire with a wicked bite and a couple of great performances from Robbins and Goldberg, and a bonus Burt Reynolds cameo for all you Gator fans.—Garrett Martin
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26. The Ruling Class
Year: 1972
Director: Peter Medak
Stars: Pete O’Toole
Rating: PG
Peter O’Toole is electrifying in this bitter satire of British social status and the treatment of mental health. The Ruling Class frequently switches tones with no warning—this the kind of movie where characters will occasionally break out into absurd songs despite not being a musical, but that also ends with a bleak final passage that is way more of a horror film than anything else. It’s not particularly subtle in its critique of capitalism and class structure, but satire doesn’t have to be subtle to be effective. O’Toole was nominated for an Oscar for this one, and it’s obvious why when you watch it.—Garrett Martin
27. Beetlejuice Beetlejuice
Year: 2024
Director: Tim Burton
Stars: Jenna Ortega, Michael Keaton, Winona Ryder, Catherine O’Hara, Monica Belluci, Justin Theroux, Willem Dafoe
Rating: PG-13
Beetlejuice Beetlejuice takes Burton back to what he does best: silly-scary horror-comedy that at once feels lovingly homespun and vibrantly realized. His ambitions aren’t high with this 35-years-later sequel, but they don’t have to be. In returning to a world with a solid foundation but relatively unexplored fringes, mysterious enough to expand on the rules of the afterlife or make them more pliable to his liking, Burton seems keen to let loose. His work isn’t bogged down like so many of his later films. It’s a trifling diversion, but it’s also Burton’s most comfortable, freewheeling and satisfying movie in years.
As implied, this is a Beetlejuice sequel through and through, bearing all the meaning that may have to you depending on your relationship to the original material. To me, it means a thinly sketched-out story with broad ideas of characters that exist to deliver an assembly line of clever, gross and funny sight gags which, to be fair, the film is packed to the brim with. This sequel’s existence harkens back to a time where something like this was released out of Hollywood without much in the way of pomp, nor circumstance. Though, Beetlejuice Beetlejuice acts as something of an inverse to its predecessor: Whereas the first film follows a relatively simple throughline of small-town domesticity coming crashing down under the sudden cognizance of life after death, its sequel is defined by an excess of storylines, all vying for their claim to a meager slice of the 100-minute runtime. —Trace Sauveur
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28. Pirate Radio, aka The Boat That Rocked
Year: 2009
Director: Richard Curtis
Stars: Tom Sturridge, Philip Seymour Hoffman, Bill Nighy, Rhys Ifans, Nick Frost, Kenneth Branagh
Rating: R
Nobody can accuse Richard Curtis’ sophomore directorial effort of being less than a fun time. The writer/director of Love, Actually immerses his work in a sea of floral-lensed escapism, filled with lusty skirt-chasing and fraternal merry-making—and in Pirate Radio, a loose timepiece about a radio ship that broadcasts primitive rock ’n’ roll in international waters to avoid government regulation, the good vibes keep rolling. It’s worth seeing if only to witness Bill Nighy, Philip Seymour Hoffman and Nick Frost yuck it up as hedonistic, paisley-adorned disc jockeys with enough mojo to make Austin Powers blush. The waters become unforgivably shallow, though, if you’re expecting a serious look into the legacy of the British Invasion or the film’s historical inspiration, Radio Caroline. This is a warm-natured ensemble comedy that’s bound to deliver a few smiles—just don’t expect much more. —Sean Edgar
29. Man Bites Dog
Year: 1992
Directors: Rémy Belvaux, André Bonzel, Benoît Poelvoorde
Stars: Rémy Belvaux, Benoît Poelvoorde, Andre Bonzel
Rating: NC-17
An undeniable forebear to Behind the Mask: The Rise of Leslie Vernon, Man Bites Dog won the International Critics’ Prize at the 1992 Cannes Film Festival, only to receive an NC-17 rating upon its US release, banned in Sweden altogether. One can understand the squeamishness: Man Bites Dog unflinchingly portrays serial murder in its graphic banality, victims ranging from children to the elderly to a gang-raped woman whose corpse is later photographed with her entrails spilling all over the table on which she was violated, the perpetrators lying in drunken post-revelry, heaped on the floor. Filmed as a mockumentary, Man Bites Dog goes to distressing lengths to portray the exigencies of murder as basely as possible, incorporating the reluctance of the crew filming such horrors to offer the audience a reflection of the ways they were probably reacting. The fascinated sorrow expressed by the documentary film’s director (Rémy Belvaux) as he realizes what making a documentary film about a serial killer actually means, becoming more and more complicit with the killings as the film goes on, explicitly points to our willingness as bystanders to stomach the horrors displayed. Still, we react viscerally while the film explores conceptual themes of true crime as pop culture commodity and reality TV as detrimental mitigation of truth, ultimately indicting viewers apt to enjoy this movie while simultaneously catering to them. Benoit (Benoît Poelvoorde), the subject of the faux film, is of course an incredibly intelligent societal outcast beset by xenophobia and misogyny, offering up countless neuroses to explore behind his psychopathy and serial murder, which he treats as a legitimate job. But Man Bites Dog is more about the ways in which we consume a movie like Man Bites Dog, concerned less about the flagrant killing it indulges for laughs than it is the laughs themselves, implying that the real blame for such well-known horror falls at our feet, in which each day we take big, basic steps to normalize the violence and hate that constantly surrounds us. —Dom Sinacola
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30. 8-Bit Christmas
Year: 2021
Director: Michael Dowse
Stars: Neil Patrick Harris, Winslow Fegley, June Diane Raphael, David Cross, Steve Zahn
Rating: PG
8-Bit Christmas goes to great lengths to pay homage to the structure and style of A Christmas Story, but I find it appeals more to my elder millennial sensibilities. I remember the Christmases when I received the newest gaming systems. Counting the days leading up to Christmas morning, all those desperate letters to Santa, and the dread of how it might feel if what you truly want won’t be under that colorful wrapping paper. But I also remember gathering with my family to hear everyone laugh at all the same jokes we’ve been laughing at for as long as I can remember. A talking Nintendo may never replace the warm glow of the leg lamp displayed prominently in the living room window, but it’s sure nice to have a lot of new lines to quote. —Jack Probst