Movies like How to DAD the Movie: Legend of the Gumboot (2017)
The best movies like How to DAD the Movie: Legend of the Gumboot (2017) are Tropic Thunder: Rain of Madness (2008), Judah Friedlander: America Is the Greatest Country in the United States (2017) and Windy City Heat (2003). If How to DAD the Movie: Legend of the Gumboot hooked you with its comedy and documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedA Mighty Wind (2003)6.8/10 from 289 votes
- NewestL'Instinct de Santini (2025)Released 2025
Tropic Thunder: Rain of Madness (2008)
A behind-the-scenes mockumentary of Tropic Thunder.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisJudah Friedlander: America Is the Greatest Country in the United States (2017)
Deadpan comic and self-proclaimed world champion Judah Friedlander performs over several nights in New York, explaining why America is No. 1.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisWindy City Heat (2003)
A man caught up in the glamor of being a Hollywood celebrity has no idea that the production he's in is a fake.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisJackass Presents: Bad Grandpa .5 (2014)
Bad Grandpa .5 gives you a whole new perspective on the world of Irving Zisman with bonus scenes and pranks also featuring Spike Jonze as "Gloria" and Catherine Keener as Irving's wife "Ellie", plus a look at the evolution of Johnny Knoxville's naughty alter-ego, the makeup effects, and a behind-the-scenes peek at the idiocy it takes to make a hidden camera movie in public.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisKevin Hart: Seriously Funny (2010)
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in his second live stand-up performance in Cleveland, Ohio, where he makes fun of everything and everybody - especially himself.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisThe 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 thisAnthony Jeselnik: Fire in the Maternity Ward (2019)
Forging his own comedic boundaries, Anthony Jeselnik revels in getting away with saying things others can't in this stand-up special shot in New York.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisJackass: The Lost Tapes (2009)
The deleted scenes and additional stunts and sketches that originally were not presented in the original series.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisRichard Pryor: Live on the Sunset Strip (1982)
Richard Pryor's stand-up act includes his frank discussion about his freebasing addiction, as well as the infamous night on June 9, 1980 that he caught on fire.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisKevin 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 thisTrevor 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 thisKevin Hart: What Now? (2016)
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisKevin Hart: Zero F**ks Given (2020)
Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisAn Evening with Kevin Smith 2: Evening Harder (2006)
In this second Q&A with Kevin Smith he now enters the homes of some of his fans in Toronto and London.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisThe Comedians of Comedy (2005)
The Comedians of Comedy is an occasional stand-up comedy tour featuring Patton Oswalt, Zach Galifianakis, Brian Posehn and Maria Bamford that was documented in a 2005 film and 2005 Comedy Central television series of the same name, both directed by Michael Blieden.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisSold Out: A Threevening with Kevin Smith (2008)
Kevin Smith brings his famous and "infamous" Q&A back to his hometown of Red Bank, New Jersey for his 37th birthday.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisThe 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 thisThe Union: The Business Behind Getting High (2007)
Filmmaker Adam Scorgie explores the illegal marijuana industry in British Columbia, revealing how the international business is most likely more profitable than it would be if it was lawful in this enlightening documentary. Marijuana growers, law enforcement officials, physicians, politicians, criminologists, economists and celebrities—including comedian Tommy Chong—shed light on this topical subject in a series of compelling interviews.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisBlue Collar Comedy Tour: The Movie (2003)
The comedic stylings of four sort-of famous funnymen are brought to the big screen courtesy of this 2002 documentary.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisAn Evening with Kevin Smith (2002)
Kevin Smith interacts in Q&A sessions throughout various college stops in the USA.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisFarce of the Penguins (2006)
In this spoof of "March of the Penguins," nature footage of penguins near the South Pole gets a soundtrack of human voices. Carl and Jimmy, best friends, walk 70 miles to the mating grounds where the female penguins wait. The huddled masses of females - especially Melissa and Vicki - talk about males, mating, and what might happen this year. Carl, Jimmy, and the other males make the long trek talking about food, fornication and flatulence. Until this year, Carl's sex life has been dismal, but he falls hard for Melissa. She seems to like him. A crisis develops when Jimmy comes upon something soft in the dark. Can friends forgive? Does parenthood await Carl and Melissa?
Why it matches: Similar story and style · both comedy & documentary
SnoozefestMovies like thisTrailer Park Boys (1999)
After a psychic predicts his death, a small-time hoodlum named Julian hires a cheap documentary film crew to document the last few days of his mis-spent life. This is the film that pioneered the show of the same name.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe IF Thing (2005)
With 4 weeks and a budget of $5,000, IF Media approached filmmaker Nash Edgerton and Blue-Tongue Films to produce video insert material for the 2005 Lexus Inside Film Awards. Edgerton agreed. But wanted the $5,000 in cash.
Why it matches: Similar story and style · both comedy
Christian Weston Chandler...Yep, I'm on TV :) (2007)
Christian Weston Chandler...Yep, I'm on TV is a independent documentary produced by Christine Weston Chandler, prior to her internet fame, and released on DVD in celebration of her 25th birthday. The film mostly exists as a compilation of home movies and previous short films.
Why it matches: Similar story and style · both documentary
Weezer: Security Threat (TBA)
An upcoming movie about the alternative Rock band Weezer.
Why it matches: Similar story and style · both comedy
Capes (2005)
A mockumentary depicting the day to day exploits of Alligator Man and his new sidekick Leaping Lizard.
Why it matches: Similar story and style · both comedy
One Forty: An Intimate Portrait of the Chnoborov Brothers (2003)
Mockumentary of the films and process of Russian-Canadians Zep and Zudo Chnoborov.
Why it matches: Similar story and style · both comedy
L'Instinct de Santini (2025)
Why it matches: Similar story and style · both comedy
Reno 911!: It's a Wonderful Heist (2022)
It’s Holiday Season in Reno, and Lieutenant Dangle wishes he’d never been born. With the help of a roller skating “Angel,” he learns how much better the lives of the other deputies would be if he never existed. Will he decide to live on anyway? There’s still Christmas criminals to catch!
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisA Mighty Wind (2003)
Three eclectic, never-quite-famous folk bands come together for the first time in decades following the death of their manager to put on an reunion concert in his honor, at the request of his son.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like How to DAD the Movie: Legend of the Gumboot?
The closest matches to How to DAD the Movie: Legend of the Gumboot are Tropic Thunder: Rain of Madness (2008), Judah Friedlander: America Is the Greatest Country in the United States (2017) and Windy City Heat (2003). Below are 27 more, each with the reason it matches.
What should I watch after How to DAD the Movie: Legend of the Gumboot?
Start with Tropic Thunder: Rain of Madness (2008), the closest match to How to DAD the Movie: Legend of the Gumboot.
What is the highest-rated movie like How to DAD the Movie: Legend of the Gumboot?
A Mighty Wind (2003), rated 6.8/10 by 289 TMDB users.
What is the newest movie like How to DAD the Movie: Legend of the Gumboot?
L'Instinct de Santini (2025) is the most recent release on this list.
Are there English movies like How to DAD the Movie: Legend of the Gumboot?
Yes: Tropic Thunder: Rain of Madness (2008), Judah Friedlander: America Is the Greatest Country in the United States (2017) and Windy City Heat (2003).
How are movies similar to How to DAD the Movie: Legend of the Gumboot chosen?
First come films that Trakt’s viewers watch alongside How to DAD the Movie: Legend of the Gumboot, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.