How to Succeed in Business Without Really Trying

Movies Like

How to Succeed in Business Without Really Trying (1967)

Comedy, Romance

If you loved How to Succeed in Business Without Really Trying, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Set It Up

Set It Up

2018 ★ 6.9

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

Corner Office

Corner Office

2023 ★ 6.5

In this office satire, Orson, a straight-laced employee, retreats to a blissfully empty corner office to get away from his lackluster colleagues. But why does this seem to upset them so much?

How to Marry a Millionaire

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.

Little Italy

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?

That Touch of Mink

That Touch of Mink

1962 ★ 6.5

Cathy 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 suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

The Producers

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.

Isn't It Romantic

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.

The Other End of the Line

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.

The Tender Trap

The Tender Trap

1955 ★ 6.2

A young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.

Oscar

Oscar

1991 ★ 6.3

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.

She's Funny That Way

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.

Girl on a Bicycle

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.

Watching the Detectives

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.

Love Is in the Air

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

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!

The Wrong Paris

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.

The Barkleys of Broadway

The Barkleys of Broadway

1949 ★ 6.9

Josh and Dinah Barkley are a successful musical-comedy team, known for their stormy but passionate relationship. Dinah feels overshadowed by Josh and limited by the lighthearted musical roles he directs her in. So she decides to stretch her skills by taking a role in a serious drama, directed by another man.

Chasing Papi

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?

Crossing Delancey

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.

You've Got Mail

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.

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