The Best 5 Finance Movies That Can Teach You How to Invest

Looking for "Wolf of Wall Street"-like movies about finance to spend an evening on and actually learn some investment insights? Our top 5 best finance movies teach you how market crashes happen, why ethical boundaries matter, and how to win against the crowd.
9 Apr
2025
7 min read
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There's something particularly satisfying about a movie that manages to entertain and educate at the same time. You've probably watched Martin Scorsese's "The Wolf of Wall Street," which frames an excess-filled portrayal of Wall Street's dark side. But what did it actually teach you about finance or investing? That you shouldn't do coke and let your ego ruin your life? There wasn't much practical advice to take away.

Beyond the cocaine-fueled antics of Jordan Belfort lies a world of cinema that combines compelling storytelling with genuine financial insights, most of which revolve around crises. After all, it's during hard times that the true strength of economic systems, businesses, and investment strategies is revealed. With Trump's tariffs creating market uncertainty, we might be heading toward another situation reminiscent of the 2008 crash or even the Great Depression—something that will likely be dramatized on-screen years from now.

For the moment, though, we can learn valuable lessons from past events by watching some insightful films. Let's explore the top five cinematic masterpieces that can make you a better investor and more financially informed.

Margin Call (2011)

"Margin Call" unfolds over a nail-biting 24 hours inside a fictional Wall Street investment bank teetering on the brink of collapse. When a young risk analyst inherits a USB drive from his recently fired boss, he discovers what senior executives somehow missed: their enormous portfolio of mortgage-backed securities has become toxic, threatening to sink the entire firm. As night falls, executives from different levels gather to decide whether to dump these worthless assets onto unsuspecting clients to save themselves...

Margin Call:

  • Illustrates how excessive leverage—borrowing to amplify returns—can transform minor market movements into existential threats. The term "margin call" itself (when brokers demand more capital as collateral) becomes a metaphor for the moment of reckoning when debts come due and there's nowhere to hide.
  • Provides a great portrait of ethical dilemmas in finance. As executives debate sacrificing long-term relationships and reputation for immediate survival, viewers witness the brutal calculus of modern capitalism.
  • Shows that sometimes big institutions don't have a clue of how markets work. One particularly memorable scene features the CEO who, when asked to explain the complex derivatives that are destroying his company, admits he doesn't understand them—he only cares about the numbers.

The Big Short (2015)

"The Big Short" follows the outsiders who spotted the fire before anyone else and bet accordingly. Based on Michael Lewis's non-fiction bestseller, the film tracks several eccentric investors who independently recognized the housing bubble's inevitable collapse and positioned themselves to profit from it—"shorting" the market against overwhelming conventional wisdom.

The Big Short:

  • Makes complex financial concepts accessible through creative explanations. Director Adam McKay employs celebrity cameos to break down mortgage-backed securities, CDOs, and synthetic CDOs in entertaining ways that help viewers grasp the instruments that nearly destroyed the global economy.
  • Demonstrates the value of independent thinking in investment decisions. The protagonists conduct exhaustive research, discover disturbing patterns in mortgage default data, and maintain their convictions despite ridicule from the financial establishment.
  • Shows how blindly following the crowd can lead to disaster. The film reveals how groupthink and faith in "always rising" housing prices created a vulnerability that observant investors could exploit, teaching that sometimes the majority isn't just wrong—they're catastrophically wrong.

99 Homes (2014) 

"99 Homes" delivers a gut-wrenching portrayal of the aftermath of the 2008 housing crisis through the eyes of Dennis Nash, a construction worker evicted from his family home. Desperate to provide for his mother and son, Nash makes a Faustian bargain with a ruthless real estate broker who evicted him. Nash begins working for him, evicting other families and learning the shadowy practices that allow investors to profit from the housing collapse.

99 Homes:

  • Exposes the mechanics of real estate investing during market crashes. The film offers a raw look at how foreclosure auctions work, how banks process evictions, and how investors strategically acquire distressed properties. Nash learns to profit from others' misfortune – buying homes at rock-bottom prices and flipping them while still wet with the former owners' tears.
  • Forces viewers to confront the moral dimensions of profit-seeking. As Nash climbs the financial ladder by pushing other families down, the film raises uncomfortable questions about where we draw ethical lines in pursuing wealth. The tension between financial survival and moral integrity becomes increasingly unbearable, highlighting that investment decisions have human consequences.
  • Demonstrates how financial illiteracy creates vulnerability. Many characters lose their homes because they signed mortgage agreements they didn't understand, with terms they couldn't possibly meet. The film serves as a stark reminder that financial education is a protection against predators waiting to capitalize on ignorance and desperation.

Dumb Money (2023) 

"Dumb Money" chronicles the 2021 GameStop short squeeze that became a David vs. Goliath battle in the financial world. The film centers on Keith Gill (aka "Roaring Kitty"), an amateur investor who notices that several hedge funds are heavily shorting GameStop stock and believes they're wrong. After sharing his contrarian analysis on social media, his posts catch fire on Reddit's WallStreetBets forum. What follows is an unprecedented market phenomenon where everyday people buying small amounts of GameStop collectively drive the stock price to astronomical heights, inflicting billions in losses on Wall Street elites who bet against the company.

Dumb Money:

  • Shows how the internet has transformed financial power dynamics. The film demonstrates how social media enables retail investors to coordinate in ways previously impossible and challenge institutional investors who previously operated with little opposition. This collective action created one of the most dramatic short squeezes in market history, proving that market influence is no longer exclusive to those with the most capital.
  • Explains short selling risks and mechanics in practical terms. The movie vividly illustrates why shorting carries theoretically unlimited risk. When GameStop's price rocketed from $4 to over $400, hedge funds faced devastating losses as they scrambled to buy back shares at any price, creating a feedback loop that sent the stock even higher.
  • Reveals the psychological aspects of investing. Through different characters' journeys, the film captures how investment decisions are often driven by emotions like greed, revenge, and belonging—not just rational analysis. It also raises troubling questions about market fairness when trading platforms restricted buying (but not selling) during the height of the squeeze, demonstrating that retail investors still face structural disadvantages despite their new collective power.

The Apprentice (2024)

This movie has to be on the list even though that is more like a biopic. "The Apprentice" is a portrayal of Donald Trump's first years as a hungry real estate developer in 1970s and 1980s New York. The film focuses on the pivotal relationship between young Trump and Roy Cohn, the notoriously ruthless attorney who previously served as Senator Joseph McCarthy's chief counsel. Under Cohn's mentorship, Trump transformed into a power player who is willing to break any rule to succeed. We’ve discovered Trump’s real estate path in another article.

The Apprentice:

  • Shows how mentor relationships can define business philosophy. The film demonstrates how Cohn's infamous principles—"Attack, attack, attack," "Admit nothing, deny everything," and "Claim victory, never admit defeat"—became foundational to Trump's business approach. 
  • Reveals the power and danger of aggressive negotiation tactics. Through Trump's deals and confrontations, viewers witness how intimidation, litigation threats, and media manipulation can be leveraged as business tools—alongside their potential costs to reputation and relationships. The movie offers a masterclass in understanding how some players operate at the extreme edges of business ethics.
  • Demonstrates the role of perception in asset valuation. The film explores how Trump learned to inflate property values through publicity and branding—a reminder that in real estate and business, perceived value can sometimes matter more than intrinsic worth. This lesson in how psychology affects markets remains relevant for any investor trying to understand price movements beyond pure fundamentals.

About Binaryx

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