Movies like Sixteen Thousand Dollars (2020)
The best movies like Sixteen Thousand Dollars (2020) are The Letter Room (2020), Marvel One-Shot: All Hail the King (2014) and 22 vs. Earth (2021). If Sixteen Thousand Dollars hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedHair Love (2019)7.6/10 from 502 votes
- NewestWilma or The Ghosts of Freedom (2025)Released 2025
The Letter Room (2020)
Richard, a lonely and well-meaning prison officer, is put in charge of reading and censoring the letters received by inmates.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMarvel One-Shot: All Hail the King (2014)
A documentary filmmaker interviews the now-famous Trevor Slattery from behind bars.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this22 vs. Earth (2021)
Before the events of Soul, a rebellious soul recruits five new souls to resist going to Earth, only to discover an unexpected truth about the meaning of life.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDesperate Living (1977)
After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLife (1999)
Two men in 1930s Mississippi become friends after being sentenced to life in prison together for a crime they did not commit.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPlease Hold (2020)
A young man’s life is suddenly and inexplicably derailed, as he finds himself at the mercy of automated ‘justice’.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Super (1991)
Louie Kritski is a heartless landlord who has been so negligent in keeping up his ghetto apartment that he is threatened with jail time. The judge gives him another option -- he must live in his rat-infested hell hole until he brings it up to liveable standards.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisGet Hard (2015)
When millionaire hedge fund manager James is convicted of fraud and sentenced to a stretch in San Quentin, the judge gives him one month to get his affairs in order. Knowing that he won't survive more than a few minutes in prison on his own, James desperately turns to Darnell-- a black businessman who's never even had a parking ticket -- for help. As Darnell puts James through the wringer, both learn that they were wrong about many things, including each other.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCocaine Bear (2023)
Inspired by a true story, an oddball group of cops, criminals, tourists and teens converge in a Georgia forest where a 500-pound black bear goes on a murderous rampage after unintentionally ingesting cocaine.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHollywood Shuffle (1987)
Aspiring actor and hot-dog stand employee Bobby Taylor catches the ire of his grandmother for auditioning for a role in the regrettably titled exploitation film "Jivetime Jimmy's Revenge." When Tinseltown Studios casts Taylor in the title role, he has a series of conflicted dreams satirizing African-American stereotypes in Hollywood, and must reconcile his career goals with his desire to remain a positive role model for his little brother.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTrading Mom (1994)
The Martin kids learn of a magic spell that will take them to the 'mommy market' so they can get a more user friendly model. After giving a few other moms a try, they want their own back. But that is not so easy.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisFather of the Bride Part 3 (ish) (2020)
The Banks Family reunites 25 years later for a very special event to benefit World Central Kitchen.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMickey's Magical Christmas: Snowed in at the House of Mouse (2001)
When a huge snowstorm leaves everyone stranded, Mickey and all of his guests at the House of Mouse, including Pooh, Belle, Snow White, Cinderella, Ariel and many more of his old and new friends, break out the cookies and hot chocolate to help Donald mend his tattered Christmas spirit.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHair Love (2019)
When dad has to unexpectedly step in for mom to do his daughter Zuri’s hair before a big event, what seems like a simple task is anything but as these locks have a mind of their own!
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMr. Roosevelt (2017)
A young woman returns home and must confront her ex-boyfriend when an unexpected tragedy occurs.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisInvader Zim: Enter the Florpus (2019)
ZIM discovers his almighty leaders never had any intention of coming to Earth and he loses confidence in himself for the first time in his life, which is the big break his human nemesis, Dib has been waiting for.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHarold & Kumar Go to Amsterdam (2008)
Ever wonder what would have happened if Harold & Kumar had not been sent to Guantanamo and simply made it to Amsterdam? Here's a little something director Jon Hurwitz shot guerrilla-style all over Amsterdam in 3 days.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLet's Go to Prison (2006)
When a career criminal's plan for revenge is thwarted by unlikely circumstances, he puts his intended victim's son in his place by putting him in prison...and then joining him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCotton Comes to Harlem (1970)
Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger Jones and Coffin Ed Johnson look into O'Malley's scam, they learn that the cash is being smuggled inside a bale of cotton. However, the police, O'Malley, and lots of others find themselves scrambling when the money goes missing.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJoy Ride (2023)
When Audrey's business trip to Asia goes sideways, she enlists the aid of Lolo, her irreverent, childhood best friend who also happens to be a hot mess; Kat, her college friend turned Chinese soap star; and Deadeye, Lolo's eccentric cousin. Their no-holds-barred, epic experience becomes a journey of bonding, friendship, belonging, and wild debauchery that reveals the universal truth of what it means to know and love who you are.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFatso (1980)
Dominick DiNapoli is a man who loves food and is overweight as a result. After an obese cousin dies due to health problems, Dominick's sister Antoinette sets out to help him lose weight. Although he has a hard time trying to slim down, Dominick finds inspiration when he meets and falls for shop owner Lydia. Can he get up the courage to ask her out, or will he go back to the comfort of overeating?
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisEl Materdor (2008)
Mater is a matador fighting a herd of bulldozers in Spain. When Lightning McQueen enters the story, the bulldozers begin to chase him due to his red paint.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisThe Crimson Permanent Assurance (1983)
A group of down-and-out accountants mutiny against their bosses and sail their office building onto the high seas in search of a pirate's life.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisGetting Ed Laid (2016)
An 85-year-old professor staying in a hotel suite in Tokyo hires a hooker for one last hoorah. Afraid taking Viagra will kill him, he's waiting for a callback from a cardiologist when a quirky hooker shows up who is only around 20 years younger than him. Funny happens as these two lonely people discover - no matter what your age, life can surprise you.
Why it matches: Similar story and style · both comedy
Brian and Charles (2018)
A lonely farmer and his droll yet excitable robot companion.
Why it matches: Similar story and style · both comedy
In My Life (2009)
A headstrong woman moves to New York and must come to terms with her estranged gay son and his partner.
Why it matches: Similar story and style · both comedy
The Cactus Kid (1930)
Mickey walks into the tavern where Minnie is dancing, and begins to dance and play piano himself. Pegleg Pete comes in and treats Minnie badly. Mickey tries to defend her, but Pete steals her away. Mickey, riding Horace Horsecollar, gives chase. He manages to throw Pete off a cliff.
Why it matches: Similar story and style · both comedy
Wilma or The Ghosts of Freedom (2025)
Wilma has many qualifications and talents, yet suffers just as many disappointments in life. After she catches her husband cheating, she runs away to Vienna in search of a new life. There she lives with bustling bohemians, tries her luck at a variety of jobs and perhaps... at love again.
Why it matches: Similar story and style · both comedy
Veni Vidi Vici (2024)
The Maynards and their children lead an almost perfect billionaire family life. Amon is a passionate hunter, but doesn’t shoot animals, as the family's wealth allows them to live totally free from consequences.
Why it matches: Similar story and style · both comedy
Alles getürkt! (2002)
Der Polizist Olaf Stern soll als verdeckter Ermittler in einer Großmarkthalle einen türkischen Gemüsehändler observieren. Unter dem Decknamen seines Kumpels Cem Yilmaz schleust sich Olaf auf dem Großmarkt ein. Ohne zu wissen, wer sie ist, verliebt er sich dabei in Nihan, die Tochter des Gemüsehändlers Ismael. Nihan jedoch hat sich geschworen, dass für sie nur ein Landsmann in Frage kommt. Also spielt Olaf auch privat den Türken, so lange bis es am Gemüsemarkt zum Eklat kommt ...
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Sixteen Thousand Dollars?
The closest matches to Sixteen Thousand Dollars are The Letter Room (2020), Marvel One-Shot: All Hail the King (2014) and 22 vs. Earth (2021). Below are 27 more, each with the reason it matches.
What should I watch after Sixteen Thousand Dollars?
Start with The Letter Room (2020), the closest match to Sixteen Thousand Dollars.
What is the highest-rated movie like Sixteen Thousand Dollars?
Hair Love (2019), rated 7.6/10 by 502 TMDB users.
What is the newest movie like Sixteen Thousand Dollars?
Wilma or The Ghosts of Freedom (2025) is the most recent release on this list.
Are there English movies like Sixteen Thousand Dollars?
Yes: The Letter Room (2020), Marvel One-Shot: All Hail the King (2014) and 22 vs. Earth (2021).
How are movies similar to Sixteen Thousand Dollars chosen?
First come films that Trakt’s viewers watch alongside Sixteen Thousand Dollars, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.