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Movies like How to Live with Regret (2018)

The best movies like How to Live with Regret (2018) are Trevor Noah: You Laugh But It's True (2011), The Making of Dr. Horrible's Sing-Along Blog (2007) and The Amazing Johnathan Documentary (2019). If How to Live with Regret hooked you with its documentary and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Trevor Noah: You Laugh But It's True (2011)

    In the world of stand-up comedy in South Africa, Trevor Noah uses his childhood experiences in a biracial family during apartheid to prepare for his first one-man show.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  2. The Making of Dr. Horrible's Sing-Along Blog (2007)

    The making of 'Dr. Horrible's Sing-Along Blog'.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  3. The Amazing Johnathan Documentary (2019)

    What begins as a documentary following the final tour of a dying magician - "The Amazing Johnathan" - becomes an unexpected and increasingly bizarre journey as the filmmaker struggles to separate truth from illusion.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  4. American Pie: Revealed (2004)

    Documentary about the making of American Pie (1999), American Pie 2 (2001) and American Wedding (2003).

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  5. The Great Rock 'n' Roll Swindle (1980)

    A rather incoherent post-breakup Sex Pistols "documentary", told from the point of view of Pistols manager Malcolm McLaren, whose (arguable) position is that the Sex Pistols in particular and punk rock in general were an elaborate scam perpetrated by him in order to make "a million pounds."

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  6. Comedy Central Roast of David Hasselhoff (2010)

    Time to hassle the Hoff at the rudest, raunchiest television event of the year--The Comedy Central Roast of David Hasselhoff. From running in slo-mo on the beach to inspiring Germany with the power of cheesy pop--it's almost too easy.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  7. Kevin Hart: Irresponsible (2019)

    Stand-up comedian Kevin Hart talks about his family, travel and a year full of reckless behavior in front of a live sold-out crowd in London.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  8. Comedy Central Roast of Pamela Anderson (2005)

    Comedy Central's best roasters and stand up comedians take a whack at actor/model Pamela Anderson.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  9. 6 Days to Air: The Making of South Park (2011)

    Viewers will get a look at Parker and Stone's thought process as they approach a new episode and the 24/7 grind they subject themselves to each time the show is in production. The documentary also includes in-depth interviews with Parker and Stone about their working partnership and reflections on highlights from their careers.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  10. Fuck (2006)

    A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  11. 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
  12. 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
  13. Charlie: The Life and Art of Charles Chaplin (2003)

    Brilliant, long in-the-works story of the life and art of the world's greatest comedian and the cinema's first genius, Charlie Chaplin. Produced, written and directed by renowned film critic Richard Schickel.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  14. 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
  15. A Toxic Love Story (2026)

    A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. Sherman's March (1986)

    Documentarian Ross McElwee originally set out to make a travelogue of sorts tracing General William T. Sherman's infamous scorched-earth march through the Confederacy in the latter stages of the Civil War. Instead, haunted by a recent breakup with a girlfriend, McElwee ends up documenting his progress -- or lack thereof -- in starting a new relationship. His journey then becomes one of self-reflection and self-discovery rather than a historical/sociological exploration.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  17. Extremis (2016)

    A purely observational non-fiction film that takes viewers into the ethically murky world of end-of-life decision making in a public hospital.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  18. 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
  19. Deliver Us from Evil (2006)

    Documentary filmmaker Amy Berg investigates the life of 30-year pedophile Father Oliver O'Grady and exposes the corruption inside the Catholic Church that allowed him to abuse countless children. Victims' stories and a disturbing interview with O'Grady offer a view into the troubled mind of the spiritual leader who moved from parish to parish gaining trust ... all the while betraying so many.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  20. 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

Like How to Live with Regret and something else?

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Frequently asked questions

What are the best movies like How to Live with Regret?

The closest matches to How to Live with Regret are Trevor Noah: You Laugh But It's True (2011), The Making of Dr. Horrible's Sing-Along Blog (2007) and The Amazing Johnathan Documentary (2019). Below are 17 more, each with the reason it matches.

What should I watch after How to Live with Regret?

Start with Trevor Noah: You Laugh But It's True (2011), the closest match to How to Live with Regret.

What is the highest-rated movie like How to Live with Regret?

Deliver Us from Evil (2006), rated 7.2/10 by 216 TMDB users.

What is the newest movie like How to Live with Regret?

A Toxic Love Story (2026) is the most recent release on this list.

Are there English movies like How to Live with Regret?

Yes: Trevor Noah: You Laugh But It's True (2011), The Making of Dr. Horrible's Sing-Along Blog (2007) and The Amazing Johnathan Documentary (2019).

How are movies similar to How to Live with Regret chosen?

First come films that Trakt’s viewers watch alongside How to Live with Regret, 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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