10 Movies Every Entrepreneur Should Watch: Success, Failure, Leadership, and Decision-Making Stories That Help Understand the Real Challenges of Starting and Running a Business

Web Editor

December 25, 2025

a collage of movies including a man in a suit and a woman in a dress sitting on a bed, Edward George

1. Flamin’ Hot: The Flavor That Changed History (2023)

Starring Jesse Garcia, this film tells the story of Richard Montañez, a Mexican immigrant who revolutionized the snack industry by creating Cheetos Flamin’ Hot, becoming a successful case of intrapreneurship.

Lesson: Innovation can also arise from diversity, intuition, and consumer knowledge.
Where to watch: Prime Video, Disney +

2. Coco Before Chanel / Coco (2009)

This film chronicles the early years of Gabrielle Chanel and how she broke fashion rules to build an iconic luxury brand, one of the most influential in the world. Chanel was a pioneer who broke barriers and serves as an inspiration for anyone wanting to innovate.

Lesson: Building a brand involves breaking molds and having a clear vision of identity.
Where to watch: Prime Video, Apple TV

3. The Pursuit of Happyness (2006)

Based on a true story, this Will Smith-starring film depicts a father’s struggle to provide for his son while facing economic hardship and trying to make it in the financial world. The movie highlights themes like perseverance, discipline, and the importance of continuous learning, even in adverse circumstances.

Lesson: Resilience and persistence can be the difference between abandoning a project or making it succeed.
Where to watch: Prime Video

4. Moneyball (2011)

Set in the world of baseball, this film is a must-watch for business management. The story, starring Brad Pitt as the general manager of the Oakland Athletics, reflects how data analysis and innovation can challenge traditional models and generate competitive advantages with limited resources, as they are resources to relaunch the team.

Lesson: Questioning “that’s how it’s always been done” can open new growth opportunities.
Where to watch: Netflix, Claro Video, Prime Video

5. The Social Network (2010)

This movie showcases the origins of Facebook, illustrating how Mark Zuckerberg transitioned from a Harvard student to creating a multi-million dollar startup. The film also portrays personal dramas, broken relationships, and legal issues, inviting reflection on the cost of accelerated growth, the importance of agreements, and managing key relationships in an entrepreneurial endeavor.

Lesson: Business success also requires legal clarity, ethics, and emotional leadership.
Where to watch: Prime Video

6. The Wolf of Wall Street (2013)

Starring Leonardo DiCaprio, the story depicts a stockbroker’s rise and fall driven by excessive ambition and corporate culture, leading to his downfall.

Lesson: It serves as a warning about business excesses and invites reflection on ethics, leadership, and the risks of growing without controls or values.
Where to watch: Prime Video, Apple TV

7. Air: The Story Behind the Logo (2023)

Featuring Matt Damon and Ben Affleck, the film tells how Nike bet on a young Michael Jordan and transformed its marketing and positioning strategy. This movie demonstrates how an innovative strategy can revolutionize a brand and culture.

Lesson: Creating strategic alliances and having a long-term vision can change the course of a company.
Where to watch: Prime Video, Apple TV

8. The Founder (2016)

Starring Michael Keaton, the film shows how Ray Kroc, a salesman, wanted to change the way burgers were made and sold. The film shows how McDonald’s went from a local restaurant to a global franchise and its ethical dilemmas.

Lesson: Scaling a business involves difficult decisions and ethical dilemmas.
Where to watch: Prime Video

9. The Intern (2015)

Starring Anne Hathaway and Robert De Niro, the story revolves around a digital entrepreneur and a senior intern who mutually learn in a rapidly growing startup.

Lesson: Listening and building teams is as important as rapid scaling.
Where to watch: Prime Video, HBO Max, Apple TV

10. Pirates of Silicon Valley (1999)

This film chronicles the early days of the digital world, focusing on key figures like Steve Jobs and Bill Gates. It highlights the importance of ideas, vision, and execution in entrepreneurship.

Lesson: Competition, vision, and execution are as important as the original idea.
Where to watch: Prime Video, Apple TV