Movies like Milestone No. 2 (2020)
The best movies like Milestone No. 2 (2020) are Not Quite Hollywood (2008), Jonas Brothers Family Roast (2021) and Robin Williams: Weapons of Self Destruction (2009). If Milestone No. 2 hooked you with its documentary and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: The Comeback Kid (2015)7.7/10 from 290 votes
- NewestI Love/Hate The Aide (2026)Released 2026
Not Quite Hollywood (2008)
As Australian cinema broke through to international audiences in the 1970s through respected art house films like Peter Weir's "Picnic At Hanging Rock," a new underground of low-budget exploitation filmmakers were turning out considerably less highbrow fare. Documentary filmmaker Mark Hartley explores this unbridled era of sex and violence, complete with clips from some of the scene's most outrageous flicks and interviews with the renegade filmmakers themselves.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisJonas Brothers Family Roast (2021)
Kevin, Joe and Nick face down quick wits and deep cuts in this comedy special featuring Pete Davidson, John Legend and more. Hosted by Kenan Thompson.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisRobin Williams: Weapons of Self Destruction (2009)
HBO presents one of the most gifted and revered performers of our time, Academy-Award winning Robin Williams, starring in his fifth exclusive HBO special, taped before a live audience at Washington's Constitution Hall.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisNorm Macdonald: Nothing Special (2022)
In his final comedy special, Norm Macdonald ponders casinos, cannibalism, living wills and why you have to be ready for whatever life throws your way.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies 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: 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 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 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 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 thisAziz Ansari: Right Now (2019)
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like thisRoger & Me (1989)
A documentary about the closure of General Motors' plant at Flint, Michigan, which resulted in the loss of 30,000 jobs. Details the attempts of filmmaker Michael Moore to get an interview with GM CEO Roger Smith.
Why it matches: Recommended by TMDB viewers · both documentary & comedy
Worth the HypeMovies like thisPatton Oswalt: Talking for Clapping (2016)
Patton Oswalt delivers a fresh hour plus of stand-up, covering everything from misery to defeat to hopelessness. It's his most upbeat special to date.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisJohn Mulaney: The Comeback Kid (2015)
Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.
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 thisHave a Good Trip: Adventures in Psychedelics (2020)
Celebrities recall their most mind-bending trips via animations, reenactments and more in this comedic documentary exploring the story of psychedelics.
Why it matches: Recommended by TMDB viewers · both documentary & comedy
Popcorn FlickMovies like thisDef Comedy Jam 25 (2017)
In this special live event, giants of stand-up come together to commemorate the 25th anniversary of Russell Simmons's groundbreaking "Def Comedy Jam."
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisDeath to 2021 (2021)
This comedic retrospective mixes archival footage and scripted sketches as it revisits all the dread — and occasional delight — that 2021 had to offer.
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 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 thisNitro Circus: The Movie (2012)
You will see Travis Pastrana and the whole Nitro Circus crew perform some of the most ridiculous, awe-inspiring, and simply insane stunts ever caught on camera. Coming to you in three dimensional glory, it will feel like you are there sitting shotgun with the crew.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisEmil of Lonneberga (1971)
Emil Svensson lives with his mother and father, little sister Ida, farmhand Alfred, and maid Lina on a picturesque farm in Småland. He is an unusually lively little boy, who just can't resist trying out every whim that enters into his white-haired head. Always with the best intentions in mind, because he is a good-hearted child, but often with catastrophic results, especially for his short-tempered father. As a result, Emil spends a lot of quality time in the wood shed carving wood figurines and waiting for Anton's temper to cool down. And the father's patience is certainly tried, as Emil gets his head stuck in the family's only soup bowl, hoists little Ida up the flag pole, and arranges a lavish Christmas party for the poor.
Why it matches: Similar story and style · both comedy & family
Popcorn FlickMovies like thisI Love/Hate The Aide (2026)
A night with the boisterous, Norwich based post-punk band "The Aide." Love them or hate them, they have a movie now.
Why it matches: Similar story and style · both comedy & documentary
Shannon Amen (2019)
Shannon Amen unearths the passionate and pained expressions of a young woman overwhelmed by guilt and anxiety as she struggles to reconcile her sexual identity with her religious faith. A loving elegy to a friend lost to suicide.
Why it matches: Similar story and style · both documentary
9 Kisses (2014)
"9 Kisses" is a 2014 New York Times Magazine project featuring nine artistic short films where top actors of the year pair up for intimate, staged smooches. Directed by Elaine Constantine, these roughly minute-long clips range from romantic to awkward, showcasing diverse famous pairings in public night settings.
Why it matches: Similar story and style · both comedy
Dirty Airforces (2024)
A short film about two best friend's day out and what they accomplish in a day. This short film was inspired by a poem created by the writer (Khalid Rashid) wrote.
Why it matches: Similar story and style · both comedy
Good Cop, Baby Cop (2007)
A man who has shot people is being beat up by a baby cop they call, "the Confession Machine".
Why it matches: Similar story and style · both comedy
Blanket-Tossing A New Recruit (1898)
A method soldier boys have for amusing themselves in their leisure moments. New comrades are frequently initiated by the old-fashioned sport of tossing in a blanket. The newly arrived recruit, who is the victim of their sport, enjoys himself, perhaps, less than the other participants.
Why it matches: Similar story and style · both documentary
Nutty Professor II: The Klumps (2000)
The hilarity begins when professor Sherman Klump finds romance with fellow DNA specialist, Denise Gaines, and discovers a brilliant formula that reverses aging. But Sherman's thin and obnoxious alter ego, Buddy Love, wants out...and a big piece of the action. And when Buddy gets loose, things get seriously nutty.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisAlzheimer Cafe (2019)
Ivan and Jožica, a married couple, move to a care home after 70 years of sharing their lives. Despite the hardships of old age, they continue to live together in the new environment. Memories are fading, love remains.
Why it matches: Similar story and style · both documentary
The Elevator (2010)
A man learns the drawbacks of using the elevator
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Milestone No. 2?
The closest matches to Milestone No. 2 are Not Quite Hollywood (2008), Jonas Brothers Family Roast (2021) and Robin Williams: Weapons of Self Destruction (2009). Below are 27 more, each with the reason it matches.
What should I watch after Milestone No. 2?
Start with Not Quite Hollywood (2008), the closest match to Milestone No. 2.
What is the highest-rated movie like Milestone No. 2?
John Mulaney: The Comeback Kid (2015), rated 7.7/10 by 290 TMDB users.
What is the newest movie like Milestone No. 2?
I Love/Hate The Aide (2026) is the most recent release on this list.
Are there English movies like Milestone No. 2?
Yes: Not Quite Hollywood (2008), Jonas Brothers Family Roast (2021) and Robin Williams: Weapons of Self Destruction (2009).
How are movies similar to Milestone No. 2 chosen?
First come films that Trakt’s viewers watch alongside Milestone No. 2, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.