The 70 Best Indie Comedy Movies

This might just be the most insightful movie about men. Watch if you are a guy and you will cringe endlessly from seeing yourself in the characters, and if you are a girl  you should also watch it to laugh and understand the men around you better (yes, it is that insightful). Rob Gordon, a music fanatic who owns a record store, tells the stories of how his relationships ended, included the one ongoing. So if you are asking if this is a romantic comedy about a man trying to move on from a breakup, yes, it is. And it Works. High Fidelity is in fact funny, interesting and comes with a unique look at relationships. But it is mostly simple and entertaining, and with perfect performances from John Cusack and Jack Black as well as an immaculate soundtrack, it is a must-watch.

A hilarious and smart comedy that is almost impossible to hate. It doesn’t matter if you liked The Room or not; or if you’ve even heard of it, you will find The Disaster Artist extremely enjoyable. Same applies for James Franco, it’s irrelevant if you think he’s the hottest man walking or a complete waste of screen-time – this movie is better approached without any preconceived ideas. It follows the true events surrounding Tommy Wiseau’s making of The Room, a movie so bad it actually became a worldwide hit. Tommy’s character, played by Franco, is 100% mystery. He pops out of nowhere and does and says things that contain little to no logic. Capitalizing on this, the movie is both absolutely hilarious and intriguing from beginning to end.

A young bisexual woman attends a shiva, caught between her parents and their expectations, her ex, and her sugar daddy. Rachel Sennott’s Danielle is yet to find her path in life and everyone is determined to remind her of that. Taking place almost entirely in real-time, the film’s sharp wit is contrasted with constant anxiety, complemented by Ariel Marx’s horror-like score, full of discordant pizzicato that sounds like every last bit of sanity snapping.

It’s a sex-positive take on 20-something life, treating bisexuality as wholly unremarkable and passing no judgment on Danielle’s sugar daddy income. Its specificities about Jewish customs and traditions are non-exclusionary, while its social claustrophobia is achingly universal. It’s comforting in the way it portrays the social horrors we all face, the feeling that everyone but you has life figured out, and that – ultimately – those who matter will pull through, eventually. One of 2021’s best.

Of all the Christmas-set films to have come out over the last couple of months that were, inexplicably, about grief and regret (you’d be surprised by how many there are), The Holdovers easily outdoes its contemporaries by being confident enough to just sit with its characters. Like the best of director Alexander Payne’s other films, there are no melodramatic crescendos or overcomplicated metaphors; there are only flawed individuals going about their lives, occasionally noticing the things that bind them together. Payne’s gentle touch means the characters (and the audience) aren’t forced to “solve” their grief, but allowed to come to terms with it in their own way, with each other.

Payne evokes the film’s 1970s setting through a muted color palette and analog—almost tactile—sound design, giving warmth to this New England despite all its snow and chilly interiors. It’s understandable that these characters are similarly cold to each other on the surface at first, but they manage to thaw the ice simply by taking the chance to listen to each other’s pain. It’s the kind of film in which relationships develop so gradually, that you hardly notice until the end how much mutual respect has formed between them when they return from their dark nights of the soul back to their status quo.

In Letterboxd, Cleaners was once the highest rated film of 2021, and was once in the list of the top 250 narrative features overall before the rating system changed in 2023. To viewers outside the Philippines, this might have been mind-boggling, especially since the film wasn’t yet released internationally the year it premiered, but it shot up the ranks for a reason. The coming-of-age anthology just looks so different, being filmed live, then xeroxed and highlighted, frame by frame, just like print-outs for school. The unique approach evokes a sense of nostalgia in high contrast print and blurred movement, and it’s matched with the classic Filipino coming-of-age moments that has rarely been seen before.

What’s great about this highly inventive film is that it doesn’t look like it was shot through three iPhone 5s. Instead of using shaky cameras and static shots, Tangerine glides us through saturated, orange-toned scenes that evoke the Los Angeles sunset. Launching director Sean Baker into prominence, Tangerine is an innovative film that, at heart, is a nuanced comedy about the trans sex worker community. Newcomers Kitana Kiki Rodriguez and Mya Taylor run the show, and their performances create a vivid, electric drive that powers the whole movie. But it’s the quieter moments, the moments after betrayal, the moments of recovery, that make this movie truly special.

Sandra Oh earned her breakout in this warm, candid Canadian indie, which — not uncoincidentally — shares its name with that of a decorative Chinese symbol associated with marriage. The movie’s title is also a reference to 22-year-old Jade Li’s (Oh) struggle to pursue her own ambitions and meet the clashing romantic and professional expectations her disapproving first-generation immigrant parents have for her. As she puts it, “Double happiness is when you make yourself happy and everyone else happy, too.”

An aspiring actress who dreams of playing Blanche DuBois, Jade is instead asked by unimaginative casting directors to adopt a pronounced Chinese accent for tiny bit parts. In essence, she’s typecast everywhere: on set, and at home, where she struggles to play the good daughter who’ll give up acting for a more conventional job and will only marry a man her parents approve of. It’s a jarring existence, but Double Happiness never feels claustrophobic because it gives Jade the freedom to finally be herself via witty, confessional monologues and fantasy sequences. There’s undoubtedly bittersweetness to this portrait of a young woman fighting to be herself on every front, but that it’s nevertheless such an irresistibly charming, never-flippant watch is a testament to first-time director Mina Shum and Oh’s already mature talents.

A revelation of a movie, both in filmmaking and commercial success. While little-known abroad, it has made more than $42 million in US Box Office revenue out of a tiny $5 million budget. Kumail Nanjiani, stand-up comedian and star of the show Silicon Valley, tells his own story of romance with his now-wife Emily V. Gordon (who co-wrote the movie). Because it is based on a true story, and because it is the product of the love of both its writers and stars, this movie is incredibly heartfelt. It is also timely, addressing heavy themes such as identity, immigration, and family relationships. Not to mention it is absolutely hilarious. And it’s produced by Judd Apatow. Trust me and go watch it.

There are three big reasons to watch Paddleton. The first two are Ray Romano and Mark Duplass, who play the two neighbors at the center of the story. And the third is Alexandre Lehmann, the director, who also is responsible for Blue Jay (on Netflix as well).

These two misfit neighbors find themselves together when one of them is diagnosed with cancer. They embark on a trip to the nearest pharmacy (a six-hour drive) which turns into an adventure.

This premise gives Paddleton a lot to play on: it’s a comedy, but it’s also a drama about a fatal disease. It’s a bromance, but it’s about a fragile friendship. All these contradictions make Paddleton a great slice-of-life movie. And again, both actors are amazing. Watching it just for them is worth it.

This fun comedy-drama is about a New York playwright called Radha who never hit big. When she turns 40, she decides to reinvent herself as RadhaMUSPrime, a rapper.

And it’s all a personal affair: Radha Blank plays the main character (named after herself) and is also the writer, director, and producer.

The story is about rap and theater, but being so connected to reality, it feels like it’s about Blank making the movie itself. Its very existence feels like a triumph against the pressure of age, the misunderstanding of others, and the weight of unreached goals.