20 Best Documentaries on Pluto TV

It’s hard not to botch a documentary about one of the most endearing, beloved, and talented celebrities to come out of the industry, so in subject matter alone, Love, Gilda is a winner. But director Lisa Dapolito rightly understands that Radner’s life is more than just the usual Hollywood story of stumbling into fame and fortune as she mines something quite special out of Radner’s journey. More than a biography, Love, Gilda is also a manifesto for female comedians, a relatable tale of girlhood, and a comforting message for those afflicted with similar illnesses that they’re not alone. Also, by the end, it turns into a great love story you can’t help but long for.

A quiet documentary that was released to celebrate the British Royal Air Force’s centenary, Spitfire tells the story of the famous plane that younger audiences might only recognize from movies like Dunkirk or Darkest Hour. It features gorgeous footage of the last remaining planes in service flying over the British coast, testimonies from pilots who are still alive and a reminder of the key role that this plane once served. It feels like an attempt to capture and archive the importance of the plane, but also of its pilots, who for the most part were young kids with little training, but who, with time, learned valuable lessons from warfare. A must for aviation fans and a great option for anyone looking for a quiet movie to watch with their family (grandparents included). 

For those of us who don’t lurk on internet message boards and participate in social media culture, a documentary about memes might seem frivolous. But Feels Good Man steers the conversation into one about semiotics: the way images become symbols and can continue transforming—from a harmless expression of the self, into a hateful banner for bigotry, into a cry of protest and freedom. As his Pepe the Frog creation takes on a life of its own, artist Matt Furie attempts to reclaim ownership of it and finds that the relationship between an artist and their own work can be as difficult as any toxic relationship. It’s a bleak view of how unfeeling internet culture can be, but it reminds us that we always still have some power to beat the hate.

There are moments in cinema when the character and actor are irrevocably linked– to think of one is to think of the other, to the point that the line is blurred between both. One such pair is Spock and Leonard Nimoy, and, after his death, it was inevitable that the documentary about Nimoy would also be a documentary about Spock. For the Love of Spock is the first of two Nimoy documentaries, made by his son Adam, and it’s a lovely tribute to the iconic sci-fi legend that shifted the entire genre and the fan culture that emerged, but it was also a personal film where the family reckons with the fame that occurred as a result. Superfans might not learn that much about Spock (some of them are interviewed in the film), but For the Love of Spock is an excellent profile, even if it’s not as objective and logical as the character itself.

A documentary about girls and young women in developing nations around the world facing and confronting a myriad of cultural pressures and injustices. The personal stories of nine girls are written by celebrated female writers from their individual countries (spanning The Americas, Africa and Asia), recreated in dramatic fashion by director Richard Robbins, and narrated by famous actresses including Cate Blanchett and Meryl Streep. Despite the often horrific nature of the girls’ hardships (slavery, rape, forced marriage, etc.), the film is an uplifting testament to the power of hope and determination, and a strong advocate for education as the key to advancement for young women the world over. It’s an important cinematic achievement and an undeniably necessary educational experience.

Going deep undercover, integrating one’s self into a group without any suspicion, and passing out information to another party… That’s the job of a mole. While they mostly lurk in various government agencies, laboratories, and other special circles of power, The Mole Agent instead goes deep undercover in a Chilean retirement home, having stakes that may not be world-ending, but take more personal, domestic weight as Sergio befriends the residents, records and reports on their well-being, and tries to figure out what exactly Romulo wants as evidence. It’s a funny situation, one that depicts the resident home with warmth, albeit with the occasional spy cams and an old-fashioned piano score, but it can be difficult to figure out where the line is between truth and fiction, as some scenes can feel a bit staged. Still, The Mole Agent is a charming portrait of old age, made so compelling with director Maite Alberdi’s unusual perspective.

There are plenty of great movie critics out there, but only a couple share Roger Ebert’s dedication to cinema. Ebert made it his mission to make not just movies but movie criticism accessible to the public by discussing it in the simplest yet moving terms. Even after he was diagnosed with a debilitating sickness, he continued to write. Director Steve James (The Interrupters, Hoop Dreams) understood that on a deep level, and so made Life Itself just as available to everyone, from diehard Ebert fans to the most casual moviegoer. Like Ebert himself, the film is smart but never offputting, wide-reaching but deeply personal. Most of all, it’s inspiring–unflinching but inspiring. We should be so lucky to view films, and indeed people and life itself, through Ebert and James’ point of view.

An earnest, simple documentary with an equally as simple premise: four friends travel to Guatemala for 8 weeks and try to live on one dollar a day each. What starts as an experiment for them quickly becomes an illustration of levels of poverty some of us will luckily never experience. More than 1.1 billion people (almost four times the population of the U.S.) do live on less than one dollar a day, and this film is a journey into their world. Other than making you realize the luxury you live in, this film will leave you wanting to do more for your fellow humans.

For kids and kids-at-heart who find Jim Henson’s technical mastery of puppets riveting, this documentary on the classic and still-contemporary Sesame Street provides a ton of behind-the-scenes footage that’s endlessly fun to watch. Street Gang rebuts any arguments that could be made about children’s TV being low-effort—showing just how much craft is needed in a show like this. But more importantly, the film’s first act illustrates the risky process of building Sesame Street from the ground-up, specifically as programming for inner-city Black children who weren’t getting the education they deserved. It’s nothing short of an inspiration to see this ragtag group of creatives and communication experts—none of whom wanted to take sole credit—coming together like a superhero team to create one of the most iconic and enduring TV shows in American history.

An equally interesting and terrifying must-watch documentary about the state of food in the United States, Food Inc is a sobering tour of where the stuff you eat comes from. Spoiler alert: it’s gross, and should be illegal but that shouldn’t stop you from watching this film, which showcases the food industry’s vile practices and overt corruption. Don’t worry though, even at its most muckraking, Food Inc manages to mix entertainment with its information.

This Norwegian documentary in English is about Magnus Carlsen, the current world champion who became a chess grandmaster at age 13. It might be tough to believe but Magnus’ ascension was slowed down significantly by many crises in self-confidence and difficulty to cope with the pressure at a young age.

With home footage and interviews with everyone from his adversaries to the champion himself, Magnus the movie tries to be a complete portrait of the prodigy. Yet, crucial aspects are missing, such as an explanation for a sudden change in character, and perhaps more importantly, explanations of Magnus’ genius in chess. His techniques and approaches are mostly attributed to intuition, but the movie fails to explain how that intuition is reflected in the game.

This documentary is about the life of New York rapper Nas around the time of the release of his first album, Illmatic.

It spans a quick and summarized 74 minutes and, while embellished by the direction of street artist One9, it remains a great snippet of recent American history. Nas’s album was a reflection of many realities that characterized his upbringing, while the movie serves to further explore those very realities.

Even those who aren’t baseball aficionados should find something interesting and human in this straightforward, brainy documentary Fastball looks at the titular type of pitch not just from a place of scientific curiosity but as a symbolic goal that players all over the world chase after. Through many clear-eyed discussions and testimonials, we begin to see how a large part of the sport has been structured around the idea of understanding speed—and how some careers have been made or broken by trying to catch up with the greats. But in the end, Fastball takes a surprisingly subjective position on the matter; instead of definitively stating who’s the fastest on earth, it affirms that everyone has their own legends they look up to, pushing them to be greater.

When thinking about buying something, it’s easy to only think about price and quality, but with many investigations around the world about inhumane labor practices, it’s no wonder that more people would like to look at the companies they’re buying from, or at least buy secondhand when possible. One such investigation is depicted in Letter from Masanjia. While it starts first at the discovery of the letter in Oregon, the true story continues on the other side of the world, through the difficult experiences Sun Yi and his fellow detainees were forced to go through when the Falun Gong movement grew greater in number than the Chinese Communist Party. It’s a harrowing tale, with certain sequences being animated due to a natural lack of footage, and it’s one that needed to be made.

While cable television didn’t have the same prestige as movies for decades, nevertheless the format garnered some influence, even then, with generations of viewers and filmmakers growing up in the medium. Dark Shadows is one such influential television show, and its journey from middling soap opera to groundbreaking drama is depicted in Master of Dark Shadows. Viewers totally unfamiliar with the 60s-70s program might only appreciate the film for its slice of media history, as the documentary takes a rather ordinary, interview-focused approach, but Master of Dark Shadows is clearly a tribute to Dan Curtis, the man behind the midday monsters, and the legions of fans it inadvertently garnered.

Arguably Werner Herzog’s most renowned film, Grizzly Man is a thought-provoking documentary about Tim Treadwell, a man who, as the title suggests, lived among bears. While he remained only known for how his story ended, by one of the bears turning on him, Grizzly Man is the exploration of the man’s complex mind, unlimited energy and love for nature. It could be because of the subject matter or because of Herzog’s mesmerizing monotone narration, and maybe it is because of both – but Grizzly Man becomes a supremely beautiful look at psychology and how it collides nature. Also like most of Herzog’s other work it’s a hunt for the peculiar, so expect many funny, absurd, and charming moments.

On par with the best documentaries of the 21st Century thus far, “Requiem for the American Dream” is an essential viewing for the discerning viewer in search of a more complete understanding of how American society has evolved to such a dramatic point of polarization, and how both politics and big business have played a role in this process. In his introductory remarks to the film, celebrated intellectual and linguistics professor Noam Chomsky expounds: “Inequality has highly negative consequences on society as a whole, because the very fact of inequality has a corrosive, harmful effect on democracy.” Chomsky spells out his perspective regarding the modern political machine and the downfall of democracy, with a keen eye to the historical decisions and influences that have sabotaged the “common good” and shaped America’s current political, financial and social landscape.

It might not teach you the basics of cricket but Fire in Babylon uses the sport as an entertaining entry point into the discrimination faced by Caribbean peoples around the 1970s. The footage we see of actual cricket games is kept to the simplest elements, but what ultimately leaves a stronger impression are the lively testimonials from the documentary’s many talking heads, injecting this historical account with a generous amount of personality. From the hip West Indian soundtrack to the unabashed pride that fuels every anecdote, this feels like a film that’s genuinely being told by its characters, and not from an outsider’s point of view.

A fascinating kernel of certainty is padded out with giddy speculation in this documentary about a pair of unlikely art thieves. The facts are as such: 32 years after a $160 million painting by abstract artist Willem de Kooning was crudely cut from its frame in an Arizona gallery, a trio of small-town antique dealers discovered it in Jerry and Rita Alter’s estate sale. The Thief Collector is less interested in the painting itself  — in fact, it’s openly dismissive about its artistic value — and more curious about how it fell into the hands of the mysterious couple, who frequently took exotic trips around the world despite their modest teacher incomes.

There are certainly intriguing questions raised by the Alters’ possession of the painting and compelling evidence that places them as the thieves, but this documentary can’t offer any convincing original theses of its own. It does try, by suggesting that the short stories Jerry wrote — about more thefts and gorier crimes — were thinly disguised autobiographical recollections, but it finds nothing to back these theories up except for a few loosely relevant anecdotes from relatives. With too many what-ifs to go on, it all makes for an intriguing but ultimately unsatisfying deep dive.