How to Succeed in Business Without Really Trying
A young but bright former window cleaner rises to the top of his company by following the advice of a book about ruthless advancement in business.
Movies Like How to Succeed in Business Without Really Trying
Similar in style, tone, and themes — find your next watch.
How to Marry a Millionaire
1953★ 6.8
Three women set out to find eligible millionaires to marry, but find true love in the process.
Relationship Goals
2026★ 6.0
When 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 priorities.
Little Italy
2018★ 6.6
Former 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?
The Producers
2005★ 6.2
A 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 back — and what's more disastrous than a tasteless musical celebrating Adolf Hitler.
The Tender Trap
1955★ 6.2
A young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.
The Other End of the Line
2007★ 6.4
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
Isn't It Romantic
2019★ 6.2
For 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 while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.
Broadway Danny Rose
1984★ 7.1
A 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 York's Carnegie Deli. Rose's one-man talent agency represents countless incompetent entertainers, including a one-legged tap dancer, and one slightly talented one: washed-up lounge singer Lou Canova, whose career is on the rebound.
She's Funny That Way
2015★ 5.9
On 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.
Oscar
1991★ 6.4
Angelo "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 about to keep his promise.
Girl on a Bicycle
2013★ 6.0
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Love Is in the Air
2023★ 6.2
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Pretty Woman
1990★ 7.4
Vivian 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 Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Chasing Papi
2003★ 6.8
Playboy 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 socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Watching the Detectives
2007★ 6.3
Neil, 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 turned upside down and the line between reality and the movies quickly begins to blur.
The Wrong Paris
2025★ 6.7
Dawn 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.
Crossing Delancey
1988★ 5.9
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
The Kissing Booth 2
2020★ 7.6
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
You've Got Mail
1998★ 6.7
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.
Hello, Dolly!
1969★ 7.0
Dolly 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 intended, and Horace's two clerks to travel to New York City.