Looking for a good laugh while also getting inspired by stories of success? Here's a curated list of 10 comedy films that not only tickle your funny bone but also showcase the journey to success in various hilarious ways. These films are perfect for those who love a blend of humor and motivation, proving that the path to success can be filled with laughter and unexpected turns.

Trading Places (1983)
Description: A comedy about a wealthy executive and a street hustler who switch lives due to a bet, exploring themes of success, class, and the American Dream.
Fact: The film was one of the first to use the concept of "nature vs. nurture" in a comedic setting. Eddie Murphy's performance was a breakout role for him.


Jerry Maguire (1996)
Description: A sports agent has a moral epiphany and loses his job, but finds success and love by following his heart, proving that sometimes less is more.
Fact: The famous line "Show me the money!" was improvised by Cuba Gooding Jr. The film also features a young Tom Cruise in one of his most memorable roles.


Office Space (1999)
Description: A satirical look at the corporate world, where an office worker, tired of his mundane job, finds success in the most unexpected way after a hypnotherapy session goes awry.
Fact: The film was initially a box office disappointment but became a cult classic through home video sales. The character Milton was inspired by a real-life office worker.


The Secret Life of Walter Mitty (2013)
Description: Walter Mitty, a day-dreamer, embarks on a real-life adventure to find a missing negative, discovering success and himself along the way, with plenty of comedic moments.
Fact: The film was shot in Iceland, Greenland, and New York, showcasing breathtaking landscapes. Ben Stiller, who directed and starred, wanted to capture the essence of adventure and self-discovery.


The Pursuit of Happyness (2006)
Description: While not strictly a comedy, this film has its share of light-hearted moments as it follows Chris Gardner's journey from homelessness to becoming a successful stockbroker, highlighting the resilience and humor in adversity.
Fact: Will Smith's son, Jaden Smith, plays his on-screen son in the movie. The film's title misspells "happiness" intentionally, reflecting a real-life typo on a mural.


The Devil Wears Prada (2006)
Description: A young aspiring journalist lands a job as an assistant to a powerful fashion magazine editor, learning the ropes of success in a cutthroat industry, with plenty of laughs along the way.
Fact: Meryl Streep's character was inspired by Vogue editor Anna Wintour. The film's fashion was so influential that it led to a real-life increase in sales of certain brands featured.


The Wolf of Wall Street (2013)
Description: A wild ride through the excesses of Wall Street, this film showcases the rise and fall of Jordan Belfort, whose success story is as outrageous as it is comedic.
Fact: The film was nominated for five Academy Awards, including Best Picture. Leonardo DiCaprio improvised many of his lines, adding to the film's chaotic energy.


The Big Short (2015)
Description: This film blends comedy with drama to tell the story of the financial crisis of 2007-2008, focusing on a few investors who bet against the housing market and made a fortune.
Fact: The film uses celebrity cameos to explain complex financial terms in a humorous way. It also features a scene where Margot Robbie explains subprime mortgages while in a bubble bath.


The Intern (2015)
Description: This film follows a 70-year-old widower who becomes a senior intern at an online fashion site, showing that age is just a number when it comes to success and learning new things.
Fact: Robert De Niro was initially hesitant to take the role, but was convinced by director Nancy Meyers. The film was also inspired by real-life stories of senior interns.


The Internship (2013)
Description: Two middle-aged salesmen lose their jobs and compete for internships at Google, proving that determination and humor can lead to success in the digital age.
Fact: The film was shot on location at Google's headquarters, giving viewers an insider's look at the tech giant. Vince Vaughn and Owen Wilson improvised many of their scenes.
