This curated list of films combines the thrill of entrepreneurship with the timeless appeal of romance. These stories not only showcase the trials and tribulations of starting and running a business but also delve into the personal lives of the characters, exploring how their professional ambitions intertwine with their romantic relationships. This collection is perfect for those who appreciate both a good love story and the entrepreneurial spirit.

Working Girl (1988)
Description: This film follows Tess McGill, a secretary with big dreams, who navigates the corporate world to become an entrepreneur in her own right, all while dealing with romance and betrayal.
Fact: Melanie Griffith received an Academy Award nomination for Best Actress for her role.


Maid in Manhattan (2002)
Description: Marisa Ventura, a hotel maid, gets mistaken for a wealthy guest, leading to a romantic entanglement with a senatorial candidate, touching on themes of class, ambition, and personal growth.
Fact: Jennifer Lopez's performance was noted for its charm and relatability.


The Holiday (2006)
Description: While not explicitly about entrepreneurship, this film features characters who are involved in the film industry, showcasing the entrepreneurial spirit through their personal and professional journeys.
Fact: The film's setting in both England and Los Angeles provided a unique backdrop for the story.


The Devil Wears Prada (2006)
Description: Though primarily a comedy-drama, this film delves into the fashion industry's cutthroat environment, where ambition and personal relationships collide, offering a backdrop for entrepreneurial spirit.
Fact: Meryl Streep's performance as Miranda Priestly was inspired by real-life fashion magazine editors.


The Proposal (2009)
Description: Margaret Tate, a high-powered book editor, fakes an engagement to avoid deportation, leading to unexpected romance and entrepreneurial challenges in the publishing world.
Fact: Sandra Bullock and Ryan Reynolds had great on-screen chemistry, which was a key factor in the film's success.


Crazy, Stupid, Love (2011)
Description: This film explores the complexities of relationships and personal growth, with characters who are involved in various entrepreneurial ventures, from real estate to fashion.
Fact: Steve Carell and Ryan Gosling's performances were highlighted for their comedic and dramatic depth.


The Big Short (2015)
Description: Although primarily a financial drama, this film includes elements of entrepreneurship through the characters' innovative approaches to betting against the housing market, with a touch of romance.
Fact: The film uses unconventional narrative techniques to explain complex financial concepts, making it both educational and entertaining.


The Intern (2015)
Description: While not directly about starting a business, this film explores the dynamics between a seasoned retiree and a young, ambitious entrepreneur, highlighting the personal growth and romantic elements within a business setting.
Fact: Robert De Niro and Anne Hathaway's chemistry was praised, making the film a feel-good watch.


Joy (2015)
Description: Based on the true story of Joy Mangano, this film follows her journey from a single mother to a successful entrepreneur with her invention of the Miracle Mop. It's a story of perseverance, family, and love amidst business challenges.
Fact: Jennifer Lawrence won a Golden Globe for Best Actress for her role as Joy Mangano.


The Founder (2016)
Description: This film tells the story of Ray Kroc, a struggling salesman who turned McDonald's into the world's most famous fast-food chain. It's a tale of ambition, innovation, and the personal cost of success, making it a perfect fit for our theme.
Fact: Michael Keaton's portrayal of Ray Kroc was critically acclaimed, earning him a Golden Globe nomination.
