10 Movies & Shows Like Like a Boss (2020)

Description: A classic workplace comedy-drama that highlights ambition, gender dynamics, and the climb up the corporate ladder.

Fact: The film's soundtrack features Carly Simon's hit 'Let the River Run,' which won an Academy Award for Best Original Song.

Description: A sharp-witted comedy about the challenges of working in a high-pressure, fashion-forward environment, with strong female leads.

Fact: Meryl Streep's iconic performance was inspired by real-life fashion editors, and many of the outfits were actual designer pieces.

Description: A romantic comedy with workplace elements, featuring a high-powered executive and her assistant in a fake relationship.

Fact: Sandra Bullock and Ryan Reynolds improvised many of their scenes, adding to the film's spontaneous humor.

Description: A comedy about a rebellious, unconventional teacher who shakes up a school environment with her unorthodox methods.

Fact: Cameron Diaz performed many of her own stunts, including the infamous car wash scene.

Description: A female-led comedy that balances humor with deeper themes of friendship and personal growth, set against the backdrop of wedding chaos.

Fact: The infamous food poisoning scene was inspired by real-life events experienced by the writers.

Description: A raunchy comedy centered around workplace frustrations and the extreme measures employees might consider to escape toxic bosses.

Fact: The film's script was inspired by real-life stories of people dealing with difficult bosses, though exaggerated for comedic effect.

Description: A wild workplace comedy that captures the chaos of an over-the-top office holiday party gone wrong.

Fact: The film's party scenes were inspired by real-life corporate holiday events, though significantly toned down for the movie.

Description: A comedy about female solidarity and revenge, focusing on women who band together after discovering they're dating the same man.

Fact: The film's beach house scenes were shot in the Hamptons, adding a luxurious backdrop to the story.

Description: A comedy-drama that explores workplace dynamics and intergenerational friendships, blending humor with heartfelt moments.

Fact: The film was shot in Brooklyn, New York, and features a mix of veteran actors and fresh faces.

Description: A modern romantic comedy that tackles commitment issues and self-discovery with a mix of humor and heartfelt moments.

Fact: Amy Schumer wrote the screenplay based on her own experiences, blending personal anecdotes with fictional elements.