20 movies like The First $20 Million Is Always the Hardest, ordered by similarity : My Art(2016), Manhattan Murder Mystery(1993), In the Soup(1992), Isle of Dogs(2018), Elling(2001), As Good as It Gets(1997), The Big Lebowski(1998), Think Like a Dog(2020), Gold Diggers of 1933(1933), Conversations With My Gardener(2007), The Wedding Banquet(1993), Augustin, King of Kung-Fu(1999) ...
3.4/10
Comedy
USA|Poland
2002
105 Minutes
Adam Garcia Rosario Dawson Jake Busey Enrico Colantoni Ethan Suplee Anjul Nigam Gregory Jbara Dan Butler Linda Hart
researcher artist hacker fat person germaphobe computer programmer offbeat hilarious endearing silicon valley institution laboratory boardroom apartment e-commerce marketing entrepreneurial spirit romance technology underdog
A freelance agent must transport a package for a mysterious employer, leading him into a web of betrayal and deceit.
Comedy, Drama
2016
86 Minutes
Parker Posey Lena Dunham John Rothman Joshua Safdie Robert Clohessy Barbara Sukowa Al Thompson Grace Dunham Laurie Simmons Benjamin Eakeley Garland Hunter
artist friend dog man amusing charming emotional endearing cheeky creative new york city gallery office garden restaurant artistic struggle creative process creative block friendship small town
Frustrated by her lack of recognition, a middle-aged artist leaves the city for upstate New York to regain her creative spark.
7.3/10
Comedy
USA
1993
105 Minutes
Woody Allen Diane Keaton Alan Alda Anjelica Huston Jerry Adler Lynn Cohen Ron Rifkin Joy Behar Marge Redmond Aida Turturro
husband wife son writer amateur sleuth neighbor amusing playful new york city apartment restaurant movie theater city apartment big city murder investigation marriage romance death city life suspicion
A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.
7.1/10
Comedy
USA|France|Germany|Japan|Italy|Spain
1992
93 Minutes
Steve Buscemi Seymour Cassel Jennifer Beals Pat Moya Will Patton Sully Boyer Steven Randazzo Francesco Messina Jim Jarmusch Carol Kane Stanley Tucci
writer neighbor con artist producer actor director offbeat playful witty gritty new york city apartment restaurant street film set aspirations filmmaking unrequited love unlikely allies petty crime
New Yorker Adolpho Rollo is your classic head-movie auteur. In his mind, he's creating deathless classics of the screen. Back in the real world, he can't pay the rent on the downtown grothole he calls home.
7.9/10
Animation, Comedy, Adventure
Germany|Japan|USA|UK
2018
101 Minutes
dog boy stray animal friend politician police officer playful amusing endearing spirited hilarious offbeat japan island dump airplane gondola headquarters rule breaking isolation
Set in Japan, Isle of Dogs follows a boy's odyssey in search of his lost dog.
7.5/10
Comedy, Drama
Norway
2001
84 Minutes
Per Christian Ellefsen Sven Nordin Per Christensen Jørgen Langhelle Marit Pia Jacobsen Hilde Olausson Ola Otnes
son mentally challenged person friend roommate amusing touching charming offbeat apartment mental institution restaurant oslo, norway friendship mental illness phobias poetry roommates adventure discovery transformation
When his mother, who has sheltered him his entire 40 years, dies, Elling, a sensitive, would-be poet, is sent to live in a state institution. There he meets Kjell Bjarne, a gentle giant and... See full summary »
7.7/10
Gay & Lesbian, Comedy, Drama
USA
1997
138 Minutes
Jack Nicholson Helen Hunt Greg Kinnear Cuba Gooding Jr. Skeet Ulrich Shirley Knight Yeardley Smith Lupe Ontiveros
writer artist neighbor waitress psychiatrist dog quirky emotional new york city apartment diner romance friendship homosexuality confrontation obsessive-compulsive disorder redemption discovery love transformation
A single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
8.1/10
Comedy
USA|UK
1998
117 Minutes
Jeff Bridges John Goodman Julianne Moore Steve Buscemi Peter Stormare David Huddleston Philip Seymour Hoffman Flea Leon Russom Sam Elliott Tara Reid
man bowler friend millionaire criminal thug outlandish offbeat hilarious los angeles mistaken identity hedonism drug cartel alcohol underdog crime rise revenge escape 1990s
Jeff "The Dude" Lebowski, mistaken for a millionaire of the same name, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
5.1/10
Kids & Family, Fantasy, Comedy
China|USA|UK
2020
91 Minutes
Josh Duhamel Megan Fox Gabriel Bateman Kunal Nayyar Julia Jones Janet Montgomery Bryan Callen Lara Grice Gralen Bryant Banks Will Junger Marnette Patterson
prodigy son dog father mother teacher friend winsome uplifting spirited quirky positive playful offbeat lighthearted hilarious endearing cheeky charming amusing
A 12-year-old tech prodigy's science experiment goes awry and he forges a telepathic connection with his dog. The duo join forces and use their unique perspectives on life to comically overcome complications of family and school.
7.7/10
Musical, Comedy
USA
1933
96 Minutes
Joan Blondell Ruby Keeler Dick Powell Aline MacMahon Guy Kibbee Warren William Ned Sparks Ginger Rogers Sterling Holloway Ferdinand Gottschalk Robert Agnew
showgirl singer songwriter theatrical producer wealthy man brother engaging playful rousing new york city apartment broadway theater poverty wealth show business romance deception song and dance underdog love
A wealthy composer rescues unemployed Broadway performers with a new play.
Comedy, Drama
2007
109 Minutes
Daniel Auteuil Jean-Pierre Darroussin Fanny Cottençon Alexia Barlier
painter gardener artist former classmate man friend amusing heartwarming charming uplifting lighthearted melodramatic france paris rural community countryside garden lake friendship relationships
7.6/10
Gay & Lesbian, Comedy
Taiwan|USA
1993
107 Minutes
Winston Chao May Chin Mitchell Lichtenstein Sihung Lung Ah-Leh Gua Tien Pien
gay man landlord artist boyfriend father mother amusing madcap offbeat emotional manhattan, n.y. apartment banquet hall wedding marriage of convenience homosexuality cultural differences immigration wedding family
To satisfy his nagging parents, a gay landlord and a female tenant agree to a marriage of convenience, but his parents arrive to visit and things get out of hand.
6.3/10
Comedy
France|Spain
1999
87 Minutes
Jean-Chrétien Sibertin-Blanc Maggie Cheung Darry Cowl Bernard Campan Paulette Dubost Pascal Bonitzer Ming Shan Winston Ong
actor martial artist beautiful woman acupuncturist friend quirky playful paris chinatown apartment aspirations kung fu acting romance culture clash love discovery underdog 1990s
Augustin Dos Santos is back. He still wants to be an actor and, this time, he moves to the Chinese borough in Paris because he has decided to play in kung-fu movies. But poor Augustin has a... See full summary »
7.2/10
Comedy, Romance, Drama
Italy|UK|USA
1992
105 Minutes
Robert John Burke Bill Sage Karen Sillas Elina Lowensohn Martin Donovan Mark Chandler Bailey Chris Cooke Jeffrey Howard Holly Marie Combs Joe Stevens
thief brother pretty woman father friend epileptic witty cool offbeat cheeky new york city long island, n.y. bar apartment reunion journey siblings dangerous romance betrayal fugitives
Bitter about being double-crossed by the women he loved, (and with the police after him to boot), Bill vows to seduce the next woman he sees, then throw her away. His brother Dennis, ... See full summary »
6.8/10
Comedy
Iceland|Denmark|France|Norway|Germany
2000
89 Minutes
Victoria Abril Hilmir Snær Guðnason Hanna Maria Karlsdottir Baltasar Kormákur Ólafur Darri Ólafsson Thrudur Vilhjalmdottir
slacker girlfriend mother dance instructor lesbian son lighthearted amusing offbeat outlandish slum reykjavík, iceland house bar party mother/son relationship unplanned pregnancy unusual romance unemployment family secrets
Will the 30 y.o. Hlynur ever move out of his mother's apartment in Reykjavík? Social welfare keeps him passive but things change when his mother's Spanish friend, Lola, arrives and stays through Xmas and New Year's Eve.
7.8/10
Comedy
France|UK|Germany|USA
1997
85 Minutes
Michael Caton Anne Tenney Stephen Curry Sophie Lee Anthony Simcoe Charles "Bud" Tingwell Tiriel Mora Bryan Dawe Eric Bana Robyn Nevin Costas Kilias
tow truck driver wife hairdresser son lawyer inspector hilarious offbeat uplifting family home airport melbourne, australia courtroom office family court battles eccentricity land dispute government policy underdog
A documentary surveying the various Hollywood screen depictions of homosexuals and the attitudes behind them throughout the history of North American film.
7.1/10
Fantasy, Comedy, Action, Adventure
USA
2018
118 Minutes
Paul Rudd Evangeline Lilly Michael Douglas Michael Peña Walton Goggins Bobby Cannavale Laurence Fishburne Michelle Pfeiffer Judy Greer Tip "T.I." Harris David Dastmalchian
superhero partner father doctor enemy amusing hilarious thrilling endearing cool confident atlanta laboratory apartment woods van super powers rivalry fighting fatherhood
As Scott Lang balances being both a superhero and a father, Hope van Dyne and Dr. Hank Pym present an urgent new mission that finds the Ant-Man fighting alongside The Wasp to uncover secrets from their past.
6.7/10
Comedy
USA
2019
104 Minutes
Jesse Eisenberg Alessandro Nivola Imogen Poots Steve Terada David Zellner Phillip Andre Botello Jason Burkey Mike Brooks CJ Rush Davey Johnson Hauke Bahr
young man sensei martial arts student mentor brutal hilarious offbeat brash amusing dojo house parking lot office music store car self-defense martial arts overcoming fears intimidation masculinity
After being attacked on the street, a young man enlists at a local dojo, led by a charismatic and mysterious sensei, in an effort to learn how to defend himself from future threats.
6.9/10
Comedy, Drama
UK|USA
1985
95 Minutes
Glenda Jackson Ben Kingsley Richard Johnson Michael Gambon Rosemary Leach Eleanor Bron Harriet Walter Jeroen Krabbé Nigel Hawthorne
author woman bookseller man zookeeper turtle charming endearing tender london bookstore zoo sea beach england writer's block animal rights unusual romance turtles aquatic life
Two separate people, a man and a woman, find something very stirring about the sea turtles in their tank at the London Zoo. They meet and form an odd, but sympathetic camaraderie as they ... See full summary »
Comedy, Mystery & Thriller
1989
115 Minutes
Dennis Hopper Jodie Foster Dean Stockwell Vincent Price John Turturro Fred Ward Joe Pesci Helena Kalianiotes Charlie Sheen Julie Adams Tony Sirico
gangster artist mafia boss hit man boyfriend gallery owner dark suspenseful offbeat new mexico seattle police station theater house art gallery mobsters obsession art running away assassination
Mobsters and the police chase a hit man (Dennis Hopper) and his target, an electric-sign artist (Jodie Foster) with problems of her own.
7.7/10
Comedy
USA
1999
89 Minutes
Ron Livingston Jennifer Aniston David Herman Ajay Naidu Diedrich Bader Stephen Root Gary Cole Richard Riehle John C. McGinley Alexandra Wentworth Rupert Reyes
programmer colleague neighbor girlfriend boss consultant hilarious quirky office apartment restaurant party work hypnosis computer virus embezzlement midlife crisis quest rise fall
Three company workers who hate their jobs decide to rebel against their greedy boss.
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