20 Best Movies About Business and Entrepreneurs

20 Best Movies About Business and Entrepreneurs

November 20, 2023

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If you’re reading this article, I’m sure you know by now that a cursory search of “the best business movies” will yield more or less the same results: The Wolf of Wall Street, Jerry Maguire, The Social Network, Steve Jobs, The Big Short. And sure, those are great films that shed light on the tough-as-nails business that is, well, business. But plenty of films have been made since then, many of which give us even more of a glimpse of what it’s like to find, manage, protect, and grow your own company. 

We’ve searched far and wide, going beyond the usual Hollywood titles and recognizable brand names, to look for the most useful, entertaining, and recent movies that can be enjoyed by entrepreneurs of all kinds, and came up with the recommendations below. So whether you’re a seasoned salesman or an up-and-coming hustler, here’s our list of the best movies about business that you should watch right now.

1. Inside Job (2010)

best

9.0

Country

United States of America

Director

Charles Ferguson

Actors

Andri Snær Magnason, Ann Curry, Barack Obama, Barney Frank

Moods

Instructive, Mind-blowing, Thought-provoking

This Oscar winning documentary is no standard film. Even by being beautifully crafted and having an amazing soundtrack–soundtracks are important–it does not miss its core story for a second. A delivery so good and so crisp that it will make you go “the sons of b” and “those motherf” more times than Joey from Friends got laid in 1999. On a more serious note, Inside Job is a great and complete technical overview of the financial meltdown. I know the word “technical” scared you there, but it shouldn’t! The movie is simple, uses charts and colors for all of us who once thought figures and formulas were too complicated to understand — it even makes you go, “hey, this is not so difficult to understand. Them motherf.’ The movie is also very exciting: no spoilers but all I can say is that there are b*s trippin in there.

2. Headhunters (2012)

best

8.9

Country

Denmark, Germany, Norway

Director

Morten Tyldum

Actors

Aksel Hennie, Baard Owe, Camilla Augusta Hallan, Eivind Sander

Moods

Action-packed, Original, Raw

Fasten your seatbelts because this nasty little chase film will jerk the wheel when you least expect it, featuring balls-to-the-wall action and lots of Norwegian humor – dark humor that is. Based on a novel from the country’s most famous crime writer, Jo Nesbø, Headhunters is brutal, insane, and incredibly good. This twisting, turning thriller tells the story of a corporate recruiter (Aksel Hennie), who has a secret side hustle as a nightly art thief. He ends up being pursued by the charismatic Clas Greve, a Dutch businessman played by none other than GoT-star Nikolaj Coster-Waldau. And this plot summary is as far as you will get without the whole thing swerving into another direction. Headhunters does not slow down unless it wants to destabilise you further with simmering suspense. Like a Lars von Trier on speed, expect all the raw colors, emotion, and slightly off-kilter characters you want from a Norwegian production – and brilliant entertainment!

3. The Kiosk (2021)

best

8.7

Country

France

Director

Alexandra Pianelli, Female director

Actors

Aliénor de Nervaux, Damien Fourmeau, Gérard Jacq, Marcel Cierniak

Moods

Emotional, Heart-warming, Lovely

This bittersweet little documentary about a Parisian newsstand will change the way you look at a kiosk forever: they’ll no longer seem like transitory stops on the way to somewhere, but a destination themselves. Director Alexandra Pianelli, whose family has run this particular newsstand for four generations, shoots from inside the tiny cabin, from where she and her mother dispense newspapers, magazines, directions, and friendly conversation with anyone who stops by.

Anyone who’s seen Agnès Varda’s Daguerréotypes — her fond portrait of the traditional shopkeepers of Rue Daguerre, the street she lived on — will recognize the same warmth and humane curiosity in The Kiosk, which documents a quickly fading way of life and the community that clings to it. As Pianelli movingly shows us, the kiosk is an invaluable fixture in the lives of an assortment of locals: regular customers (particularly elderly ones, who perhaps visit more for the company than the magazines), a big-hearted homeless man, and fellow vendors like Islam, a Bangladeshi asylum-seeker and fruit-seller who uses the kiosk to hide his merchandise so that French police don’t confiscate it. The decline of printed material that the film documents isn’t just a threat to the family business, then, but the very concept of a truly joined-up society itself.

4. Margin Call (2011)

best

8.6

Country

United States of America

Director

J. C. Chandor

Actors

Aasif Mandvi, Al Sapienza, Ashley Williams, Demi Moore

Moods

A-list actors, Instructive, Thought-provoking

A thoughtful drama about the financial crisis, Margin Call is gripping. Seriously, even something as convoluted as the 2008 global economic meltdown is not only accessible and understandable, but it’s gripping. Margin Call transports you to the heart of Wall Street, both the financial institutions and the street, literally. It is exciting, well-acted and informative. Uh, also: Kevin Spacey.

5. 99 Homes (2015)

best

8.2

Country

United States of America

Director

Ramin Bahrani

Actors

Albert C. Bates, Andrew Garfield, Ann Mahoney, Carl Palmer

Moods

Depressing, Slice-of-Life

Andrew Garfield is a single father living with his own single mother in their family home. In the aftermath of the financial crisis, they find themselves evicted from their home by a businessman – Michael Shannon in a role as intriguing as Gordon Gekko in Wall Street, if not more. Desperate for work, Garfield’s character starts working for the same businessman, ultimately evicting other people. A star-packed, gritty and sobering tale on capitalism and our the lengths to which we’re ready to go to save face – while at the same time risking our most important relationships.

6. Uppity: The Willy T. Ribbs Story (2020)

best

8.2

Country

United States of America

Director

Adam Carolla, Nate Adams

Actors

Adam Carolla, Al Unser Jr., Bernie Ecclestone, Bobby Unser

Moods

Discussion-sparking, Inspiring, Instructive

“They called me uppity. Uppity n*****. And I loved it”. That’s how this excellent documentary, about the first professional black racing driver Willy T. Ribbs, starts. It summarizes the strong personality of a champion who excelled in tracks that were filled with confederate flags.

The documentary explains the details of the difficulties that Ribbs went through in the 70s and 80s, but also the people who supported him and recognized his talent. It’s by no way a sad movie, on the contrary, even when Ribbs is talking about people spitting wherever he walks or about the death threats escalating, his unharmed determination is at the center of the story.

This is an inspiring documentary about a character who never got his worth in the history books. I was full of shivers by the first half-hour mark.

7. Thank You for Smoking (2005)

best

8.1

Country

United Kingdom, United States of America

Director

Jason Reitman

Actors

Aaron Eckhart, Aaron Lustig, Adam Brody, Aloma Wright

Moods

Funny, Grown-up Comedy, Smart

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.

8. Chef (2014)

best

8.1

Country

United States of America

Director

Jon Favreau

Actors

Aaron Franklin, Amy Sedaris, Bobby Cannavale, Charles Lao

Moods

Feel-Good, Lighthearted, No-brainer

A popular chef loses his job and respect after a bad review. He ends up with a food truck and tries to show the world he still has his creative side, while at the same time trying to fix his broken family. Chef is a heartwarming feel-good movie, after you finish it you will want to cook, love your family, travel, and spread the love. One of my favorite movies, I see myself happily watching it again numerous times.

9. Big Night (1996)

7.7

Country

United States of America

Director

Campbell Scott, Stanley Tucci

Actors

Allison Janney, Andre Belgrader, Campbell Scott, Caroline Aaron

Moods

Easy, Feel-Good, Romantic

There are comfort food movies, and then there are films like Big Night: comfort food movies about comfort food. Stanley Tucci and Tony Shaloub are brothers running a failing Italian restaurant. Their last chance to save it from foreclosure is to throw a colossal dinner bolstered by a dubious promise of a visit from singer Louis Prima.

The comedy is mellow and pleasant, and Tucci and Shaloub have wonderful chemistry as bickering brothers. Meanwhile, a great supporting cast featuring Isabella Rosellini, Ian Holm, and Allison Janney more than make up for the somewhat predictable script.

10. Tetris (2023)

7.6

Country

United Kingdom, United States of America

Director

Jon S. Baird

Actors

Aaron Vodovoz, Alexey Shedko, Anna Lavrentyeva, Anthony Boyle

Moods

Easy, Inspiring, True-story-based

Who knew that behind the puzzle Tetris lies a political thriller of a backstory that is just as fun and challenging as the game itself? Tetris, the film, is a playful telling of the game behind the game, a surprising account of the otherwise unbelievable events that had to happen in making Tetris available to the masses. 

Between the 8-bit editing, the immensely likable lead, and the cat-and-mouse chase between heroes and villains, there is much to like about the movie. You put it on out of curiosity (how the hell does a brick game have this much back story?) but you stay for the intrigue, the playfulness, and the irresistible urge to see who wins the race.

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