
How to Lose Friends & Alienate People
Sidney Young is a down-on-his-luck journalist. Thanks to a stint involving a pig and a glitzy awards ceremony, Sidney turns his fortunes around, attracting the attention of Clayton Harding, editor of New York-based glossy magazine 'Sharps', and landing the holy grail of journalism jobs. The Brit jets off to the Big Apple and moves from one blunder to the next.
Movies Like How to Lose Friends & Alienate People
Similar in style, tone, and themes — find your next watch.

The Devil Wears Prada
2006★ 7.4
A young woman from the Midwest gets more than she bargained for when she moves to New York to become a writer and ends up as the assistant to the tyrannical, larger-than-life editor-in-chief of a major fashion magazine.

Breakfast at Tiffany's
1961★ 7.6
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.

Love Again
2023★ 6.7
Mira Ray, dealing with the loss of her fiancé, John, sends a series of romantic texts to his old cell phone number… not realizing the number was reassigned to Rob Burns' new work phone. Rob, a journalist, is captivated by the honesty in the beautifully confessional texts. When he’s assigned to write a profile of megastar Céline Dion, he enlists her help in figuring out how to meet Mira in person and win her heart.

Never Been Kissed
1999★ 6.2
Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

The Paper
1994★ 6.6
Henry Hackett is the workaholic editor of a New York City tabloid. He loves his job, but the long hours and low pay are leading to discontent. Also, publisher Bernie White faces financial straits, and has hatchet-man Alicia Clark—Henry's nemesis—impose unpopular cutbacks.

It Could Happen to You
1994★ 6.7
Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.

Raising Helen
2004★ 6.1
Helen Harris has a glamorous, big-city life working for one of New York's hottest modeling agencies. But suddenly her free-spirited life gets turned upside down when she must chose between the life she's always loved, and the new loves of her life!

One Day
2011★ 7.4
After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.

The Hating Game
2021★ 7.3
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing attraction to him.

Morning Glory
2010★ 6.4
A young and devoted morning television producer is hired as an executive producer on a long-running morning show at a once-prominent but currently failing station in New York City. Eager to keep the show on air, she recruits a former news journalist and anchor who disapproves of co-hosting a show that does not deal with real news stories.

A Lot Like Love
2005★ 6.8
On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to... lovers?

The Devil Wears Prada 2
2026★ 6.6
Andy Sachs returns to Runway as Miranda Priestly navigates a new media landscape and Runway's position within. The duo reconnect with former assistant Emily Charlton, now the head of a luxury brand that possesses funding which could ensure Runway's survival.

Rock of Ages
2012★ 6.2
A small town girl and a city boy meet on the Sunset Strip, while pursuing their Hollywood dreams.

Picture Perfect
1997★ 5.9
A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

Bridget Jones's Baby
2016★ 6.4
After breaking up, Bridget Jones' happily-ever-after hasn't quite gone according to plan. Fortysomething and single again, she decides to focus on her job and surround herself with old friends and new. For once, Bridget has everything completely under control. Then her love life takes a turn when she meets Jack. A week later, she runs into Mark before she finds herself pregnant, but with one hitch - she's not sure of the identity of her baby's father - Mark or Jack.

Maid in Manhattan
2002★ 6.1
Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa's true identity is revealed, issues of class and social status threaten to separate them. Can two people from very different worlds overcome their differences and live happily ever after?

Beauty & the Briefcase
2010★ 5.9
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.

Rebel in the Rye
2017★ 6.6
The life of celebrated but reclusive author J.D. Salinger, who gained worldwide fame with the publication of his novel The Catcher in the Rye.

The Tender Trap
1955★ 6.2
A young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.

The Crowd
1928★ 7.6
John, an ambitious but undisciplined New York City office worker, meets and marries Mary. They start a family, struggle to cope with marital stress, financial setbacks, and tragedy, all while lost amid the anonymous, pitiless throngs of the big city.