5 Inspirational Movies for Entrepreneurs

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We enjoy movies that are relatable. We LOVE movies that inspire us. Why not shoot for both? As a kid we don’t stop and analyze why we’re attracted to certain movies and not others. It wasn’t until a few years ago that I realized what the majority of my favorite movies had in common: entrepreneurship. These 5 movies have inspired me for years (decades in some cases) and I trust you’ll enjoy them as well.

1.) Aviator (2004)

Aviator Entrepreneur

“I’ve got a tiger by the tail here and I’m not about to let go!” – Howard Hughes

From movie producer to aviation innovator, Howard Hughes has done it all! Despite all the eccentric behavior, Howard Hughes was one of the greatest visionary entrepreneurs of all time. With Leo’s Oscar nominated performance and Scorsese’s masterful directing, Aviator is a must have on any entrepreneur’s shelf.

2.) Jerry Maguire (1996)

Jerry MaGuire Entrepreneur

“Show me the money!” – Jerry MaGuire

Jerry MaGuire is not only one of the most frequently quoted movies of all time, it’s also an emotional goldmine. The most defining moment of an entrepreneur’s life is taking the “leap” from a secure job to an emotional roller coaster. Jerry MaGuire captures this experience in an authentic and powerful way.

3.) Pirates of Silicon Valley (1999)

Pirates of Silicon Valley Entrepreneur

“Maybe fun is just fragments of existence with better packaging.” -Steve Jobs

At times it’s cheesy as hell, but Pirates of Silicon Valley is a tech entrepreneur classic! If follows the early days of Jobs and Gates as they launch the personal computer revolution. It’s inspirational, funny and leaves a lasting impression. It’s also incredible how far Apple has come since 1999, when the film was released. It’s also 1 million times better than “Jobs” with Ashton Kutcher.

4.) The Social Network (2010)

The Social Network Entrepreneur

“We lived on farms, then we lived in cities, and now we’re going to live on the internet!” -Sean Parker

The Social Network is my favorite movie from the last decade. The screenplay was written by Aaron Sorkin (known for the West Wing and Newsroom) and it was directed by David Fincher. The 120 min. movie is paced so well that you won’t want to blink.

5.) Wallstreet (1987)

Wallstreet Entrepreneur

“Greed is Good.” -Gordon Gekko

Welcome to the dark side of entrepreneurship. Michael Douglas’ portrayal of the blood thirsty Gordon Gekko is brilliant. This film is packed with lessons on family, friendship and of course, entrepreneurship. It was released in the 80s, but the advice is more relevant than ever.


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