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Movies like The Boss (2016)

The best movies like The Boss (2016) are As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), 42 Up (1999) and The Curse of the Dragon (1993). If The Boss hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)

    A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  2. 42 Up (1999)

    Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  3. The Curse of the Dragon (1993)

    A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  4. S4: The Bob Lazar Story (2026)

    Over 35 years after Bob Lazar's revelations, this documentary exposes secrets of a facility the government still denies. Featuring Lazar's testimony, recreations, and new evidence, it reopens a case that continues to spark global curiosity

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  5. The Corporation (2003)

    Since the late 18th century American legal decision that the business corporation organizational model is legally a person, it has become a dominant economic, political and social force around the globe. This film takes an in-depth psychological examination of the organization model through various case studies. What the study illustrates is that in the its behaviour, this type of "person" typically acts like a dangerously destructive psychopath without conscience. Furthermore, we see the profound threat this psychopath has for our world and our future, but also how the people with courage, intelligence and determination can do to stop it.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  6. Looking for Richard (1996)

    Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  7. 35 Up (1991)

    Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  8. Avatar: The Deep Dive - A Special Edition of 20/20 (2022)

    An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  9. One of Us (2017)

    Penetrating the insular world of New York's Hasidic community, focusing on three individuals driven to break away despite threats of retaliation.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  10. My Mom Jayne (2025)

    Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and complex woman.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  11. Directed by John Ford (1971)

    A documentary about the life and films of director John Ford.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  12. Come See Me in the Good Light (2025)

    In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  13. To Kill a Tiger (2023)

    Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his journey unprecedented.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  14. Public Speaking (2011)

    Martin Scorsese’s portrait of writer and social commentator Fran Lebowitz, celebrated for her sharp wit and observations on modern life. Filmed at New York’s Waverly Inn and intercut with archival footage and interviews, the documentary captures Lebowitz’s distinctive worldview through her spontaneous monologues and public appearances.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  15. Ex Libris: The New York Public Library (2017)

    A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. Capital in the Twenty-First Century (2019)

    Film adaptation of French economist Thomas Piketty's ground-breaking global bestseller of the same name: an eye-opening journey through wealth and power.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  17. The Class of ‘92 (2013)

    A detailing of the rise to prominence and global sporting superstardom of six supremely talented young Manchester United football players (David Beckham, Nicky Butt, Ryan Giggs, Paul Scholes, Phil and Gary Neville). The film covers the period 1992-1999, culminating in Manchester United's European Cup triumph.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. Naqoyqatsi (2002)

    A visual montage portrait of our contemporary world dominated by globalized technology and violence.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  19. Making Squid Game: The Challenge (2023)

    Go behind the scenes and witness how the "Squid Game"-inspired reality show transformed from a scripted drama to a cutthroat, nail-biting competition.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  20. Above Majestic (2018)

    A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  21. Flow: For Love of Water (2008)

    From both local and global perspectives, this documentary examines the harsh realities behind the mounting water crisis. Learn how politics, pollution and human rights are intertwined in this important issue that affects every being on Earth. With water drying up around the world and the future of human lives at stake, the film urges a call to arms before more of our most precious natural resource evaporates.

    Why it matches: Similar story and style · both documentary

  22. Moscow 1996, Vote or Lose! (2021)

    Moscow, January 1996. Boris Yeltsin gets ready to run for a second mandate of the presidency of the young Russian Federation. Polls are in the single digits. A painful economic transition, war in Chechnya, and the rise of criminal groups have left the majority of Russians dissatisfied with Yeltsin… and willing to vote for the communist leader Gennady Zyuganov. Yet six months later, Yeltsin won the election with nearly 54% of the vote. How did that happen?

    Why it matches: Similar story and style · both documentary

  23. Occupied Cinema (2018)

    The "Occupied Cinema" follows young activists and events surrounding the takeover of "Zvezda", one of 14 extinguished cinemas from the privatized company "Beograd Film".

    Why it matches: Similar story and style · both documentary

  24. The Great British Train Scandal (2024)

    Hear from experts and insiders who blow the whistle on the state of the rail industry today.

    Why it matches: Similar story and style · both documentary

  25. Concerned Student 1950 (2016)

    A series of racist acts prompts three Mizzou students to pick up cameras and take us inside the student movement that brought down their college president. From the hunger strike, to victory, to the fear of violent reprisals, we live with the students who started a campus revolt.

    Why it matches: Similar story and style · both documentary

  26. El apagón: Aquí vive gente (2022)

    “El apagón: Aquí vive gente” is a 23-minute film that explores the socio-economic challenges in Puerto Rico, focusing on the effects of power outages and gentrification driven by the real estate and energy sectors. Through visuals and personal stories, the documentary highlights the experiences of Puerto Rican communities facing these issues.

    Why it matches: Similar story and style · both documentary

  27. Musk's Dream of Mars: The Price on Earth (2026)

    With dreams of colonising Mars and beyond, billionaires such as Elon Musk or Jeff Bezos are fuelling a boom in the space industry. But many criticise the pollution and resources needed for such an endeavour. By promising humanity’s survival through an escape into space, New Space may be contributing to the destruction of our planet.

    Why it matches: Similar story and style · both documentary

  28. The Toxic World Of Perfect Looks (2024)

    Reporter Ben Zand secures never-before-seen access to the world of `looksmaxxing'. Young men go to extremes to improve their appearance, a trend firmly rooted in the dogma of incels.

    Why it matches: Similar story and style · both documentary

  29. Life for Sale (2009)

    Can you imagine a water market? A market where owners of water stock would buy and sell, while others would profit on its price without needing it? What would life be like if all of the planet’s water resources, superficial or subterranean, the waters of rivers, lakes and glaciers, belonged to the private sector? ‘Life For Sale’ examines the biggest water market in the world, set up in Chile.

    Why it matches: Similar story and style · both documentary

  30. Haiti's Tourniquet (2008)

    The Confederation of Haitian Workers (CTH) invited an Industrial Workers of the World (IWW) delegation to Haiti to learn about their fight against "le plan neoliberal" and recruit help in the form of material aid and solidarity. The delegation was in Haiti from April 24 to May 25, 2008, two weeks after the country erupted in mass protest at burgeoning food prices. This video shares the stories and experiences.

    Why it matches: Similar story and style · both documentary

Like The Boss and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Boss?

The closest matches to The Boss are As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), 42 Up (1999) and The Curse of the Dragon (1993). Below are 27 more, each with the reason it matches.

What should I watch after The Boss?

Start with As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), the closest match to The Boss.

What is the highest-rated movie like The Boss?

Making Squid Game: The Challenge (2023), rated 8.0/10 by 241 TMDB users.

What is the newest movie like The Boss?

Musk's Dream of Mars: The Price on Earth (2026) is the most recent release on this list.

How are movies similar to The Boss chosen?

First come films that Trakt’s viewers watch alongside The Boss, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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