Movies Like How to Succeed in Business Without Really Trying
If you liked How to Succeed in Business Without Really Trying (1967), a comedy and romance movie directed by David Swift, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
How to Marry a Millionaire (1953)
★ 6.8/10Also comedy and romanceThree women set out to find eligible millionaires to marry, but find true love in the process.
- 2
Relationship Goals (2026)
★ 6.4/10Also romance and comedyWhen TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
- 3
That Touch of Mink (1962)
★ 6.5/10Also comedy and romanceCathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…
- 4
Little Italy (2018)
★ 6.6/10Also comedy and romanceFormer childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
- 5
The Other End of the Line (2007)
★ 6.5/10Also comedy and romanceAn employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
- 6
The Producers (2005)
★ 6.2/10Also comedyA conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money…
- 7
Bluebeard's Eighth Wife (1938)
★ 7/10Also comedy and romanceAmerican multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy…
- 8
Broadway Danny Rose (1984)
★ 7.1/10Also comedyA hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New…
- 9
She's Funny That Way (2015)
★ 5.9/10Also comedy and romanceOn the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
- 10
Isn't It Romantic (2019)
★ 6.2/10Also comedy and romanceFor a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out…
- 11
Love Is in the Air (2023)
★ 6.2/10Also romance and comedyA fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
- 12
The Tender Trap (1955)
★ 6.2/10Also comedy and romanceA young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.
- 13
Good Advice (2001)
★ 5.9/10Also comedy and romanceAn investment banker loses everything and must discover what's really important in life.
- 14
Pretty Woman (1990)
★ 7.4/10Also romance and comedyVivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges…
- 15
Oscar (1991)
★ 6.4/10Also comedyAngelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
- 16
The Wrong Paris (2025)
★ 6.7/10Also romance and comedyDawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
- 17
Watching the Detectives (2007)
★ 6.3/10Also comedy and romanceNeil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…
- 18
You'll Never Get Rich (1941)
★ 6.5/10Also comedy and romanceA Broadway choreographer gets drafted and coincidentally ends up in the same army base as the boyfriend of his object of affection.
- 19
Chasing Papi (2003)
★ 6.7/10Also comedy and romancePlayboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…
- 20
Hello, Dolly! (1969)
★ 7/10Also comedy and romanceDolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's…