Best movies like Career Opportunities

He took the job that no one wanted... and got the girl that everyone did.

A unique, carefully handpicked, selection of the best movies like Career Opportunities Starring Jennifer Connelly, Frank Whaley, Dermot Mulroney, Kieran Mulroney, and more. If you liked Career Opportunities then you may also like: 10 Things I Hate About You, Sixteen Candles, Valley Girl, The Way Way Back, Welcome Home, Roxy Carmichael and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

Josie, the daughter of the town's wealthiest businessman, faces problems at home and wishes to leave town but is disoriented. Her decision is finalized after she falls asleep in a Target dressing room. She awakens to find herself locked in the store overnight with the janitor, Jim, the town "no hoper" and liar.

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10 Things I Hate About You

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Sixteen Candles

A teenage girl deals with her parents forgetting her birthday and a crush on her high school's heartthrob.

Valley Girl

Julie, a girl from the valley, meets Randy, a punk from the city. They are from different worlds and find love. Somehow they need to stay together in spite of her trendy, shallow friends.

The Way Way Back

Shy 14-year-old Duncan goes on summer vacation with his mother, her overbearing boyfriend, and her boyfriend's daughter. Having a rough time fitting in, Duncan finds an unexpected friend in Owen, manager of the Water Wizz water park.

Welcome Home, Roxy Carmichael

Movie star Roxy Carmichael is abandoning the bright lights of Hollywood, Calif. and returning to her small Ohio hometown -- at least long enough to dedicate a city building. And now the whole town of Clyde is bracing for Carmichael's return, most of all her now-married old flame Denton Webb and troubled teen Dinky Bossetti. An orphan with few friends, Dinky is convinced that Carmichael is her birth mother, and that the actress will reclaim her when she returns.

Normal Adolescent Behavior

High school student Wendy has an odd relationship with her five friends: They're openly sexual with each other, swapping partners every week. But this is all thrown into turmoil when she meets Sean, a new student in school who has a crush on her. Wendy wants to be with Sean, but doesn't want to disappoint her friends, whom she has known since grade school. When she does decide to leave them, her best friend, Billie, threatens revenge.

One Crazy Summer

An aspiring teenage cartoonist and his friends come to the aid of a singer trying to save her family property from developers.

Rocket Science

Hal is a 15-year-old high-school student with a minor yet socially alienating (and painful) disability: he stutters uncontrollably. Determined to work through the problem, Hal opts for an extreme route – he joins the school debating team, which sends him on a headfirst plunge into breakneck speech competitions and offers a much-needed boost toward correcting the problem.

American Pie Presents: Girls' Rules

It's Senior year at East Great Falls. Annie, Kayla, Michelle, and Stephanie decide to harness their girl power and band together to get what they want their last year of high school.

Bart Got a Room

Danny Stein, a high school senior at the bottom of the social food chain, needs a prom date. As a cause of anxiety for Danny, Bart Beeber, the nerdiest guy in school, has already found a date. At the same time, Danny's divorced parents are both looking for relationships again.

The Bay Boy

A Roman Catholic teenage boy in Glace Bay, Cape Breton Island, Nova Scotia during the 1930s faces various growing-up problems: Should be become a priest? What should he do about the murder he witnessed, committed by a local cop and upstanding parishioner? And how far should he go with his girl friend, who happens to be the murderer's daughter?

5.5 / 10 1990 Comedy Romance
suggested by: ShadowySalamander

Book of Love

John Twiller takes down his high school yearbook and begins to reminiscence about that time he first moved into the neighborhood in 1956. His teenage self, Jack is obsessed with Lily one of the more popular girls around. The sole obstacle is Angelo, her bullying boyfriend. With the help of his pals Crutch, Floyd, and Spider, he makes every attempt possible to change her mind.

The Breakfast Club

Five high school students from different walks of life endure a Saturday detention under a power-hungry principal. The disparate group includes rebel John, princess Claire, outcast Allison, brainy Brian and Andrew, the jock. Each has a chance to tell his or her story, making the others see them a little differently -- and when the day ends, they question whether school will ever be the same.

Can't Buy Me Love

Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.

Cow Belles

In order to learn how to be responsible, two wealthy teen sisters are forced to work in the family business by their exasperated father. When company funds goes missing, it's up to the girls to save the day.

Prom

At “Prom,” every couple has a story and no two are exactly alike. As the big dance approaches for Nova Prescott, it’s a battle of wills as she finds herself drawn to the guy who gets in the way of her perfect prom. Fellow seniors Mei and Tyler harbor secrets, while others face all the insecurity and anticipation that surrounds one of high school’s most seminal events.

Pretty in Pink

Andie is an outcast, hanging out either with her older boss, who owns the record store where she works, or her quirky high school classmate Duckie, who has a crush on her. When one of the rich and popular kids at school, Blane, asks Andie out, it seems too good to be true. As Andie starts falling for Blane, she begins to realize that dating someone from a different social sphere is not easy.

Say Anything...

Lloyd, an eternal optimist, seeks to capture the heart of Diane, an unattainable high school beauty and straight-A student. He surprises just about everyone-including himself-when she returns the sentiment. But Diane's over-possessive, divorced Dad disapproves and it's going to take more than just the power of love to conquer all.

The Curiosity of Chance

It’s the ‘80s once again, new wave angst and genderbending fashion are all the rage, but new kid at school, Chance Marquis, is trying to find new ways to stand out. Being an odd and somewhat awkward teenager makes him the target of the school bully. To deal with this dilemma, Chance turns to the opposite ends of the high school spectrum for help. On one side is the flamboyant drag queen and at the other, the varsity jock, Levi Sparks with whom Chance develops a unique friendship.

Mad Money

Three female employees of the Federal Reserve plot to steal money that is about to be destroyed.

I Love You, Beth Cooper

A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.

Splendor in the Grass

A fragile Kansas girl's unrequited and forbidden love for a handsome young man from the town's most powerful family drives her to heartbreak and madness.

Easy A

Olive, an average high school student, sees her below-the-radar existence turn around overnight once she decides to use the school's gossip grapevine to advance her social standing. Now her classmates are turning against her and the school board is becoming concerned, including her favorite teacher and the distracted guidance counselor. With the support of her hilariously idiosyncratic parents and a little help from a long-time crush, Olive attempts to take on her notorious new identity and crush the rumor mill once and for all.

Excess Baggage

A rich brat fakes her own kidnapping, but in the process ends up locked in the trunk of a car that gets stolen.

The First Time

Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it's like to fall in love for the first time.

Milk Money

Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just as well, though, because a mobster named Waltzer is after her, and V realizes the suburbs are the perfect place to hide. But things get a lot more complicated when V falls in love with Tom, a single father who is unaware of her real profession.

Little Giants

When Danny O'Shea's daughter is cut from the Peewee football team just for being a girl, he decides to form his own team, composed of other ragtag players who were also cut. Can his team really learn enough to beat the elite team, coached by his brother, a former pro player?

Lucas

A socially inept fourteen year old experiences heartbreak for the first time when his two best friends -- Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love -- fall for each other.

5.4 / 10 2000 Comedy Romance
suggested by: user6076wcu24vg

Loser

On a university scholarship, a good natured student from the midwest gets a crash course in city life while dealing with three evil roommates. He befriends a virtually homeless college student whom he falls for, but she's dating a nasty professor.

Little Darlings

Two 15-year old girls from different sides of the tracks compete to see who will be first to lose their virginity while at camp.

The Heavenly Kid

After dying in a car crash, Bobby Fantana is forced to pay for his misdeeds by becoming someone's guardian angel. He reluctantly agrees to watch over awkward high schooler Lenny Barnes, teaching him how to be cool and confident. As Bobby teaches Lenny, the two form a close bond.

Cougars, Inc.

When Sam learns his mother cannot afford to send him to another school after he is kicked out, he and his friends start their own escort service for mature women to pay for his tuition.

Girl in Progress

As single mom Grace juggles work, bills, and her affair with a married doctor, her daughter, Ansiedad, plots a shortcut to adulthood after finding inspiration in the coming-of-age stories she's reading for school.

Gypsy 83

Two young misfits head for New York City to celebrate their idol and muse, Stevie Nicks, at The Night of 1,000 Stevies. Along the road, in order for them to escape their painful pasts, they must discover their strengths and learn self-acceptance.

The Hollywood Knights

Led by their comedic and pranking leader, Newbomb Turk, the Hollywood Knights car gang raise hell throughout Beverly Hills on Halloween Night, 1965. Everything from drag racing to Vietnam to high school love.

How to Deal

Halley is convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

My Bodyguard

Clifford Peach, an easygoing teenager, is finding less than easy to fit in at his new high school, where a tough-talking bully terrorizes his classmates and extorts their lunch money. Refusing to pay up, Clifford enlist the aid of an overgrown misfit whose mere presence intimidates students and teachers alike. But their "business relationship" soon turns personal as Clifford and the troubled loner forge a winning alliance against their intimidators - and a very special friendship with each other.

Son in Law

Country girl Rebecca has spent most of her life on a farm in South Dakota, and, when she goes away to college in Los Angeles, Rebecca immediately feels out of place in the daunting urban setting. She is befriended by a savvy party animal named Crawl, who convinces the ambivalent Rebecca to stay in the city. When Thanksgiving break rolls around, Rebecca, no longer an innocent farm girl, invites Crawl back to South Dakota, where he pretends to be her fiancé.

Trojan War

Brad is about to hook up with the girl of his dreams, but runs into a problem, no condom. So Brad sets out into the night to find one, running into many obstacles along the way, while not knowing his best friend, Leah is in love with him.

My Boss's Daughter

When a young man agrees to housesit for his boss, he thinks it'll be the perfect opportunity to get close to the woman he desperately has a crush on – his boss's daughter. But he doesn't plan on the long line of other houseguests that try to keep him from his mission. And he also has to deal with the daughter's older brother, who's on the run from local drug dealers.

Growing Op

The story of a teenage boy coming of age in a suburban grow-operation, where every day is paradise or fresh hell. But it's always a trip. Sheltered all his life and home-schooled by loving parents who are also committed criminals, Quinn Dawson yearns to experience the normalcy of the suburban world which surrounds him.

Picture This

Bookish and unpopular Mandy finds her luck finally changing when Drew, the school hottie, invites her to the year's biggest party. But with being grounded and Drew's ex-girlfriend bent on thwarting her, Mandy may be destined to remain a geek. Can a little ingenuity and some help from her friends save the day?

Dance 'Til Dawn

It's prom night and the kids of Hoover High will be having a night they will never forget. Popular girl Shelley ditches her prom and ends up spending the night with unpopular Dan; Popular guy Kevin goes out with nerdy Angela because he heard she was easy; Patrice continues to blame her boyfriend Roger for everything that doesn't go the way she wants it to.

Say It Isn't So

Boy meets girl; boy falls in love (and had wild, non-stop sex) with girl; boy loses girl... when they discover they are brother and sister! But when he learns that he's the victim of the ultimate case of mistaken identity, the lovesick young man -- whom everyone still thinks is after some taboo thrills -- must race across the country to stop her from marrying another man.

High School U.S.A.

Set in a senior high school class, J.J. pursues the girlfriend of a rival from a higher clique which culminates in a race at the end of the movie between the two rivals in this light comedy.

How the Garcia Girls Spent Their Summer

Three generations of women in a Mexican American family experience sexual awakenings over the course of a summer.

Stealing Christmas

Tony Danza stars as a thief named Jack Clayton. When Jack is about to be caught at the mall, he dresses up as Santa Claus and hops on the bus to Evergreen. He is mistaken for the new Santa at Sarah Gibson's tree store. He is very reluctant at first, but after becoming a part of the town, and falls in love with Sarah, he begins to have second thoughts on robbing Evergreen's bank.

Drive-In

The adventures of a group of teenagers at a drive-in theatre in Texas one weekend night.

Skills Like This

Max Solomon faces the awful truth that he will never be a writer. So, in a desperate attempt to find his true calling, he turns to crime. In this inventive comedy, three friends have their lives turned upside down when one of them realizes that larceny might be his best skill.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

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