20 motivational movies to watch when you’re in dire need of career inspiration

Experiencing a career slump? These flicks will teach you all the valuable lessons you need to get back on top.

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Let’s face it: no one loves their job 24/7.

It doesn’t matter if you work for a corporation, a startup or your own business, we all have those moments when we’re fed up with everyone and everything. Co-workers get on your nerves, your boss misspells your name in an email, a client is particularly difficult.

These are the times when you fantasise about quitting your job in favour of lounging on a beach all day. You can probably make ends meet by selling your organs on the black market anyway, right? If that’s you at the moment, watching an inspirational flick might be just the thing you need to get out of your funk.

Movies are great. They entertain us, they give us something to talk about during awkward dinner dates, and sometimes, they provide us with solid role models that we can emulate to better our lives. Here are some awesome movies that you can watch right now for a quick dose of career inspiration.


Free Guy

1. Free Guy


  • Year: 2021
  • Cast: Ryan Reynolds, Jodie Comer, Joe Keery, Lil Rel Howery, Taika Waititi

Free Guy follows a bank teller, Guy, who discovers that he's actually a non-player character in a popular online video game. To impress a human crush, Guy quickly decides to become the hero of the story. In the process, he might even save his virtual world from total collapse.

An exciting blockbuster, Free Guy is fast-paced, fun and often hilarious. With solid action scenes and unexpected celebrity cameos, it's the perfect movie to unwind with after a long day. Moreover, Guy's journey might give you the extra inspiration your need to finally revamp your career.

Valuable lessons: Don't be a background character in your own life. You deserve better, so strive to build a work path that gives you endless satisfaction.

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My Salinger Year

2. My Salinger Year


  • Year: 2020
  • Cast: Margaret Qualley, Sigourney Weaver, Douglas Booth, Seána Kerslake

Set in the 90s, My Salinger Year follows Joanna, an aspiring writer who takes a job at one of New York's oldest literary agencies. She works for an agent who represents the reclusive J.D. Salinger and is tasked with answering his fan mail. Joanna feels bad sending a form response so she begins to personalise the replies and improves her writing skills in the process.

With great turns from Margaret Qualley and Sigourney Weaver, the movie is sweet and charming. At the same time, it reiterates how important it is to follow your dreams.

Valuable lessons: Find your own voice, even when you work for others. With a bit of creativity, the most mundane tasks can bring joy.

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Office Space

3. Office Space


  • Year: 1999
  • Cast: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu

Office Space is a black comedy about people weary of their jobs. At the centre of the action is a dissatisfied software engineer who teams up with two co-workers to plant a virus in his company's system in order to get back at the higher-ups.

A cult hit, Office Space stands the test of time thanks to its anti-conformist spirit and the cast's dedicated performances. The movie does an excellent job at satirising corporate culture, to the point where it rings true even all these years later. All in all, it's the perfect watch for when you feel like giving your boss the finger.

Valuable lessons: Don't stay stuck in a job you hate. It might lead to a mental breakdown. Also, printers really are the worst.

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Cinderella

4. Cinderella


  • Year: 2021
  • Cast: Camila Cabello, Nicholas Galitzine, Idina Menzel, Pierce Brosnan

If you need an entertaining movie to remind you that your destiny is in your own hands, look no further than this one.

Based on the classic fairytale, Cinderella is a jukebox musical that stars Camila Cabello as Ella, a spirited young woman who dreams of becoming a dressmaker. Unfortunately, no one takes her aspirations seriously, so Ella has to make sacrifices to persevere – even when she catches the eye of the handsome prince.

With catchy tunes and joy to spare, Cinderella will instantly put a smile on your face. It will also make you trust that, with enough determination, you really can accomplish anything you set your mind to.

Valuable lessons: Camila Cabello sings it perfectly: "If it's a million to one/ I'm gonna be that one and/ If it's a shot in the dark/ I'm gonna be the sun." Believe in yourself.

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Parasite

5. Parasite


  • Year: 2019
  • Cast: Song Kang-ho, Lee Sun-kyun, Cho Yeo-jeong, Choi Woo-shik, Park So-dam

Parasite is an acclaimed dark comedy thriller that centres around two families of different backgrounds who end up forming a symbiotic relationship.

While the movie is more about class and greed than how to advance your career, the poor family's scheme to become employed by the wealthy folk is worthy of attention. Plus, Parasite is absolutely stunning from start to finish, offering thrills and laughter every step of the way.

Valuable lessons: Connections can go a long way. Put those networking skills to good use.

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Queen of Katwe

6. Queen of Katwe


  • Year: 2016
  • Cast: David Oyelowo, Lupita Nyong'o, Madina Nalwanga

This heartwarming movie follows Phiona Mutesi, a girl living in a slum of Kampala, the capital of Uganda. Her life turns around when she meets a man who teaches her how to play chess. He helps her become a top player and escape a life of poverty.

Queen of Katwe has all the ingredients of a crowd-pleaser, making it inspirational viewing for kids and adults alike. If you’re looking for a movie that will remind you of just how much underdogs can achieve, you can’t go wrong with this one.

Valuable lessons: You don’t need to come from privilege to succeed.

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Legally Blonde

7. Legally Blonde


  • Year: 2001
  • Cast: Reese Witherspoon, Luke Wilson, Selma Blair, Matthew Davis

After her boyfriend breaks up with her, a sorority girl decides to go to Harvard Law School to win him back. Turns out, she’s actually good at this whole lawyering thing.

A bona fide classic, Legally Blonde proves that stereotypes are a sham and anyone can fulfill their potential if they’re willing to work hard enough. Even better, it showcases how important it is to stay true to who you really are, especially when unexpected opportunity comes knocking.

Valuable lessons: Ignore people who put you in a box and tell you what you can’t do.

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The Devil Wears Prada

8. The Devil Wears Prada


  • Year: 2006
  • Cast: Anne Hathaway, Meryl Streep, Emily Blunt, Stanley Tucci

The Devil Wears Prada follows a journalism graduate who becomes an assistant to one of the city's biggest magazine editors, the ruthless Miranda Priestly. But is putting up with her egomaniacal boss really worth it?

Endlessly quotable and fun from beginning to end, The Devil Wears Prada works both as a cautionary tale for those entering the workforce and brilliant satire of the fashion world. Side note: Meryl Streep offers an iconic performance, which is always a plus.

Valuable lessons: Regardless of how many people would kill for your job, it’s not worth it if you have to compromise your values.

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9. The Secret Life of Walter Mitty


  • Year: 2013
  • Cast: Ben Stiller, Kristen Wiig, Sean Penn, Adam Scott

The Secret Life of Walter Mitty is an inspiring seize-the-day tale with sensational special effects and a go-big-or-go-home message. To say it's motivational would be an understatement.

The movie follows Walter Mitty, a negative assets manager who daydreams of big and exciting adventures. When his job is threatened, he takes action in the real world by embarking on a global journey that turns into an experience more epic than anything he could have ever imagined.

Valuable lessons: Stop dreaming and start doing. Get outside your comfort zone, since courage is the biggest step to happiness. There's no time like the present to embrace a new opportunity or start working on things you're passionate about.

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10. A Beautiful Mind


  • Year: 2001
  • Cast: Russell Crowe, Jennifer Connelly, Ed Harris

This acclaimed movie was inspired by real-life mathematical genius John Nash, played by Russell Crowe. Nash makes an astonishing breakthrough early in life, but finds himself on a painful and harrowing journey of self-discovery once he is diagnosed with schizophrenia. The movie follows his many years of struggle as he learns to live with his diagnosis and eventually triumph over this tragedy.

A revealing look at mental illness, A Beautiful Mind never fails to amaze, mainly thanks to compelling writing and stellar performances from the entire cast.

Valuable lessons: Nash is an example of hope and perseverance. Always look for ways to overcome your limitations, whatever they may be.

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11. Rocky


  • Year: 1976
  • Cast: Sylvester Stallone, Talia Shire, Burt Young

One of the best sports movies of all time, this classic tells the story of Rocky Balboa, an uneducated but kind-hearted boxer working as a debt collector for a loan shark. We follow Rocky from when he starts out as a small-time club fighter to when he eventually gets a shot at the world heavyweight championship.

The movie boasts a heartwarming script and an amazing performance from Sylvester Stallone. But what really makes it stand out from the crowd is the message: little guys can accomplish the impossible. Since we're at it, this entire franchise is ridiculously motivational, so you might want to schedule a movie marathon.

Valuable lessons: You make your own destiny. Never give up. And the big one: winning isn't everything.

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12. Yes Man


  • Year: 2008
  • Cast: Jim Carrey, Zooey Deschanel, Bradley Cooper

What would happen if you said "Yes" more often? Exciting stuff.

This hilarious, silly comedy stars Jim Carrey as a bank loan officer with a negative outlook on life. Everything changes when he signs up for a self-help program based on one simple covenant: say "Yes!" to everything. As a result, his life is transformed in unexpected ways. Thanks to an exciting premise, this self-help movie will teach you a valuable lesson, while also treating you to funny gags and Carrey's trademark physical comedy.

Valuable lessons: Umm, stop making excuses and say "Yes!" to stuff that really excites you – work-related or otherwise. Just don't over-do it.

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13. Baby Boom


  • Year: 1987
  • Cast: Diane Keaton, Sam Shepard, Harold Ramis, James Spader

One of the most underrated movies of the 80s, Baby Boom follows a driven Manhattan career woman who "inherits" a 14-month-old baby girl from recently-deceased relatives. She intends to put her up for adoption, but soon discovers that she likes the kid. Soon, her life begins to go through some massive changes.

Delightfully funny and honest, the movie highlights the cruel choices people are forced to make in life and may offer a new perspective on how to make the most of a tricky situation. Moreover, Diane Keaton is as fabulous as ever in the lead role, delivering a nuanced performance.

Valuable lessons: Just because your career seems to be going downhill doesn't mean you can't embark on a new path. Adaptability is a great strength. Cultivate it often.

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14. The Social Network


  • Year: 2010
  • Cast: Jesse Eisenberg, Justin Timberlake, Andrew Garfield, Armie Hammer

The Social Network tells the story of how Facebook came into existence.

It stars Jesse Eisenberg as Mark Zuckerberg, the driven entrepreneur who founded one of the most influential companies of the new century. Instead of delivering a strictly biographical tale, the movie focuses on how launching Facebook both pulled a group of young revolutionaries together and then split them apart. The fantastic performances will draw you in from the first scene.

Valuable lessons: Where should we even start with this one? Sometimes there are more important things in life than school. You can end up making a lot of enemies on your way to the top. Believe in your vision. It's not about who has an idea, but about who has the drive to execute it. We could go on and on.

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15. Jerry Maguire


  • Year: 1996
  • Cast: Tom Cruise, Renée Zellweger

As a top agent at Sports Management International, Jerry seems to have it all. But when he's unceremoniously fired, he is forced to start from scratch, joined solely by a second-tier wide receiver and a wistful single mother who is willing to bet on an uncertain future with her new boss.

One of the most quotable movies of all time, Jerry Maguire is charming, well-written and inspiring. You'll marvel at Jerry's reinvention and root for the romance. All while laughing out loud.

Valuable lessons: Don't rest on your laurels; you never know what's around the corner. Every bad situation can turn into an opportunity. More importantly, don't sacrifice your personal life in favour of your professional one. You can have both.

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16. The Wolf of Wall Street


  • Year: 2013
  • Cast: Leonardo DiCaprio, Margot Robbie, Jonah Hill

From the American dream to corporate greed, Jordan Belfort goes from penny stocks and righteousness to IPOs and a life of corruption in the late 80s. And this movie tells the story beautifully.

Directed by Martin Scorsese and starring Leonardo DiCaprio, The Wolf of Wall Street is filthy, funny and savage. A dark comedy for the ages, it highlights the best and worst in people, teaching viewers some great tips for achieving success along the way.

Valuable lessons: Perseverance is crucial. Don't forget to dress and act the part. Be careful about what you are sacrificing for the sake of money or success.

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17. Up in the Air


  • Year: 2009
  • Cast: George Clooney, Anna Kendrick, Vera Farmiga

Hilarious and tragic, Up in the Air centres around corporate "downsizer" Ryan Bingham and his travels. Bingham works for a human resources consultancy firm that specialises in termination assistance. That means he basically makes his living by travelling to workplaces across the United States and firing people on behalf of employers. When he is tasked with showing a young and ambitious new hire the ropes, he starts to re-evaluate his lifestyle.

The movie perfectly balances comedy and drama, delivering a mix of sharp dialogue and touching moments. More importantly, Up in the Air will make you think about how you define yourself on the job.

Valuable lessons: A healthy work/life balance is everything. Plus, face-to-face meetings are important, especially when you're letting someone go.

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18. The Pursuit of Happyness


  • Year: 2006
  • Cast: Will Smith, Jaden Smith, Thandie Newton

The Pursuit of Happyness is the kind of movie that will leave you both inspired and emotionally drained. Based on entrepreneur Chris Gardner's one-year struggle with being homeless, the movie follows him as he deals with financial and personal hardship.

Fighting to make ends meet, Gardner lands an unpaid internship at a prestigious stock brokerage firm, but he and his son endure a lot of misery in pursuit of a better life. Gardner is a guy who gets knocked down again and again, but refuses to give up. You can't help but cheer him on.

Valuable lessons: When it comes to building a successful career, nothing beats hard work, confidence and a dash of networking. Also, life is crap sometimes. You still have to deal with it.

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19. Moneyball


  • Year: 2011
  • Cast: Brad Pitt, Johan Hill, Chriss Pratt, Philip Hoffman

This memorable sports drama portrays the Oakland Athletics' 2002 season and their general manager Billy Beane's attempts to assemble a competitive team.

Faced with the franchise's limited budget for players, Beane and Ivy League grad Peter Brand build a team of undervalued talent by taking a sophisticated sabermetric approach towards scouting and analysing players.

The movie is captivating and will give you a new perspective on money. Prior baseball knowledge not required.

Valuable lessons: Anything worth doing is hard. It's important to think beyond your job description. Always be ready to learn and improve.

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20. Almost Famous


  • Year: 2000
  • Cast: Kate Hudson, Patrick Fugit, Billy Curdup

This endearing movie follows a (very) young journalist writing for Rolling Stone in the early 1970s while covering the fictitious rock band Stillwater. He joins the band on tour, befriends a beautiful groupie and struggles to have the real story published.

A rare treat for music lovers, Almost Famous was inspired by director Cameron Crowe's own experiences as a teenage rock journalist. It's a powerful coming-of-age story that will urge you to immediately do something creative and meaningful with life.

Valuable lessons: Follow your goals, no matter how big. Don't give up just because other people mock you for your lack of experience. Laugh a little every step of the way.

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What changed on our list?

New additions

  • Free Guy
  • My Salinger Year
  • Office Space
  • Cinderella

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