Top 10 Movies All Entrepreneurs Should Watch

Fun Fact, I’ve watched every movie on this list more than once. One of the movies on this list I watched over ten times! Here is a subjective list of the top 10 Movies to watch if you are an entrepreneur. Film descriptions were used from IMDB

There’s something about watching a rags-to-riches movie and watching the person go through all the trials and tribulations that just motivates us.

As much as we love the destination, the journey will always be what defines us as entrepreneurs. Some of us get rich overnight, while others take 30 years of overcoming failure and persevering through the hard times. Some discover themselves through the journey while some loose themselves to the greedy addiction of money.

While we all have our own path to success, movies help portray that in an enjoyable way. They even sometimes show us what not to do in life and in business. Whether you’re watching for educational purposes or entertainment, here are the top 10 movies all entrepreneurs should watch.

1. The Wolf of Wall Street

Leonardo DiCaprio plays Jordan Belfort in THE WOLF OF WALL STREET, from Paramount Pictures and Red Granite Pictures.

Based on the true story of Jordan Belfort, from his rise to a wealthy stock-broker living the high life to his fall involving crime, corruption, and the federal government. This 3-hour long roller coaster of emotions starring Leonardo DiCaprio, Jonah Hill, and Margot Robbie depicts a story that you wouldn’t believe is based on true events. For the nerds like me, you can actually learn a thing or two about leadership and wall street from the film.

2. War Dogs

David Packouz and Efraim Diveroli acted by Miles Teller & Jonah Hill in War Dogs  

This isn’t your ordinary business venture. Another film based on the true story of two young men, David Packouz and Efraim Diveroli, who won a three hundred million dollar contract from the Pentagon to arm America’s allies in Afghanistan. The two guys go on a wild journey and learn important life lessons after going through a wild journey.

3. The Founder

Ray Kroc acted by Michael Keaton in The Founder

The story of Ray Kroc, a salesman who turned two brothers’ innovative fast food eatery, McDonald’s, into the biggest restaurant business in the world, with a combination of ambition, persistence, and ruthlessness. You either fall in love with Ray or hate him by the end of the film. Regardless, you’ll watch him grow from a failure into the most loved man in business. The film will also show you the history of the Mcdonald’s franchise and how they revolutionized fast food as we know it today.

4. American Made

Tom Cruise playing Barry Seal in American Made

This is not a guy you should look up to, but it is fun to see him start with nothing into making more cash than he knows how to spend. The story of Barry Seal, an American pilot who became a drug-runner for the CIA in the 1980s in a clandestine operation that would be exposed as the Iran-Contra Affair.

5. FYRE: The Greatest Party That Never Happened

Fyre: The Greatest Party That Never Happened (Netflix)

This Netflix documentary talks about the disastrous Fyre festival of 2017. While watching it, don’t ignore the genius marketing tactics of the FYRE team and their utilization of social media. Keep in mind, however, anytime your product doesn’t meet the expectation of what you say it is, you are committing fraud. And this is exactly what Billy McFarland did with Fyre. If they were to deliver on their promise as advertised, the whole narrative of this documentary would have changed and this film would be titled FYRE: The best festival in history thanks to genius marketing.

6. The Social Network

 Jesse Eisenberg as Mark Zuckerberg in The Social Network

This dramatic journey shows Mark Zuckerberg as a Harvard student creating the social networking site that would become known as Facebook. He is sued by the twins who claimed he stole their idea and by the co-founder who was later squeezed out of the business. The film presents the struggles Mark went through to pull off one of the most powerful businesses today.

7. The Pursuit of Happyness

Will & Jaden Smith in The Pursuit of Happyness

Will Smith plays a struggling salesman who takes custody of his son (acted by his real son – Jaden Smith) as he is poised to begin a life-changing professional career. If you are one to cry during films, be sure to bring a box of tissues for this one. This beautiful film shows the development of the salesman who we can learn a lot of life lessons from.

8. Trading Places

Eddie Murphy in Trading Places

Comedy king Eddy Murphy stars as a wily street con artist as he switches positions with a snobbish investor as part of a bet by two callous millionaires. Despite being a comedy, this film centers on insider trading and the culture of poverty, which actually fits right into the economic conversations America is having today.

9. Uncut Gems

Adam Sandler in Uncut Gems

Debt can be a scary thing – especially if you have an itch for high-risk endeavors. This is a more recent film starring NBA great Kevin Garnett and Adam Sandler as a New York City jeweler. With his debts mounting and angry collectors closing in he risks everything in hope of staying afloat and alive.

10. Tony Robbins: I Am Not Your Guru

Tony Robins in self-help documentary: I Am Not Your Guru, on stage of his seminar “Date With Destiny”

It is impossible to watch this and not feel a rush of emotions. This documentary film about internationally renowned life and business strategist Tony Robbins that goes behind the scenes of his mammoth seminar “Date With Destiny,” attended by over 2,500 people to give an insider look at how one man can affect millions. Granted never before seen access to the behind the scenes of this enormous event, this film captures both the immense effort of producing this live seminar, as well as the life-changing transformations of the participants in real-time.