Stepping into the workforce for the first time can be a daunting yet hilarious experience. These films capture the essence of that initial plunge into the professional world, showcasing the mishaps, the learning curves, and the unforgettable characters you meet along the way. Whether you're reminiscing about your own first job or looking for a good laugh, this collection of comedy films about first jobs will entertain and resonate with you.

Clerks (1994)
Description: A day in the life of two convenience store clerks, Dante and Randal, who deal with bizarre customers, personal dilemmas, and the monotony of their first jobs. Kevin Smith's debut film is raw, funny, and relatable.
Fact: The film was shot in black and white because Kevin Smith couldn't afford color film, and it was made for only $27,


Office Space (1999)
Description: This cult classic follows Peter Gibbons, who, after a hypnotherapy session, decides to stop caring about his mundane office job, leading to a series of comedic events. It's a perfect satire of corporate culture and the absurdity of office life.
Fact: The film was inspired by a series of Milton cartoons by Mike Judge, who also directed the movie. The character Milton was based on a real person Judge worked with.


Waiting... (2005)
Description: Set in a chain restaurant, this film explores the lives of servers, cooks, and managers, highlighting the often chaotic and humorous side of the food service industry. It's a must-watch for anyone who's ever worked in the restaurant business.
Fact: Many of the actors in the film had real-life restaurant experience, which added authenticity to their performances.


The Secret Life of Walter Mitty (2013)
Description: Walter Mitty, a daydreaming negative assets manager at Life magazine, embarks on a real-life adventure when he loses a crucial photo negative. It's a mix of comedy and inspiration about breaking out of one's shell.
Fact: The film was shot in various locations around the world, including Iceland, Greenland, and New York City.


The Pursuit of Happyness (2006)
Description: While more of a drama, this film has comedic elements as it follows Chris Gardner, a struggling salesman, who takes an unpaid internship at a brokerage firm, showcasing the trials of starting from the bottom.
Fact: Will Smith's son, Jaden Smith, plays his on-screen son, and the film is based on a true story.


The Devil Wears Prada (2006)
Description: While not strictly about a "first job," it captures the essence of entering a high-pressure work environment. Andy Sachs, a recent graduate, lands a job as the assistant to the formidable editor-in-chief of a fashion magazine.
Fact: Meryl Streep's character, Miranda Priestly, was inspired by Vogue editor Anna Wintour.


Horrible Bosses (2011)
Description: Three friends, each with a terrible boss, decide to take matters into their own hands. While not about their first jobs, it's a comedic take on the lengths one might go to escape a bad work situation.
Fact: The film was initially titled "Untitled Horrible Bosses Project."


The Big Short (2015)
Description: This film, while focusing on the financial crisis, includes comedic elements as it follows several characters who bet against the housing market. It's a unique take on the "first job" theme, showing the absurdity of the financial world.
Fact: The film breaks the fourth wall, with characters directly addressing the audience to explain complex financial terms.


The Intern (2015)
Description: A retired 70-year-old widower, Ben Whittaker, becomes a senior intern at an online fashion site, bringing his old-school wisdom to a modern workplace. It's a heartwarming comedy about age, experience, and the value of mentorship.
Fact: Robert De Niro's character was originally written for Jack Nicholson, but he turned it down.


The Internship (2013)
Description: Two middle-aged salesmen, Billy and Nick, secure internships at Google, competing with tech-savvy young graduates. Their journey is filled with humor, learning, and the spirit of never giving up.
Fact: Google allowed the film to be shot at their campus, making it one of the few movies to showcase the real Googleplex.
