I rewatched The Big Short recently, as it’s impressive (to me) how quickly we forget about things that happened within our own lifetimes, and perhaps misunderstand what happened, never mind why…
The Big Short, based on Michael Lewis’s book and its film adaptation, chronicles the 2008 financial crisis through the lens of investors who bet against the housing market. An Asymmetric Learning takeaway focuses on identifying high-reward, low-risk opportunities by recognizing patterns, biases, or mispricings others overlook. Here’s the key takeaway from the story:
Asymmetric Learning Takeaway: Exploit systemic blind spots by questioning consensus and digging into primary data.
In the film, characters like Michael Burry, Mark Baum, and the duo of Charlie Geller and Jamie Shipley uncover that the housing market, widely believed to be stable, is a bubble fueled by subprime mortgages, lax regulation, and misrated securities. Their edge comes from:
Challenging Conventional Wisdom: They reject the market’s assumption that housing prices always rise. Burry, for instance, meticulously analyzes mortgage data, revealing the fragility of collateralized debt obligations (CDOs).
Primary Research: Instead of relying on Wall Street’s narratives or credit agency ratings, they investigate raw data—loan default rates, borrower profiles, and CDO structures—uncovering truths others ignore.
Asymmetric Bets: By (creating and) purchasing credit default swaps, they position themselves for massive payouts if the market collapses, with limited downside (the cost of the swaps). This is a classic asymmetric opportunity: low risk (premiums paid) for outsized reward (billions in profits).
Navigating Resistance: They face skepticism, ridicule, and institutional pressure, highlighting the emotional and social barriers to acting on contrarian insights. Perseverance and conviction are critical.
Application: To apply this, seek areas where consensus is strong but unexamined—whether in markets, industries, or trends. Conduct deep, independent research to uncover hidden risks or opportunities. Structure bets (investments, strategies) where the potential upside far outweighs the downside, and stay resilient against pushback. The 2008 crisis showed that systemic blind spots exist; the winners are those who see them first.
In The Big Short, the key players—Michael Burry, Mark Baum, Jared Vennett, and Charlie Geller/Jamie Shipley—each learn critical insights about the housing market bubble faster than the broader market, giving them a decisive edge. Here’s a breakdown of who learned what faster, how they did it, and how it helped, framed through the lens of Asymmetric Learning:
1. Michael Burry: Learned the Fragility of Subprime Mortgages First
What He Learned: Burry, a hedge fund manager, was among the earliest to recognize that subprime mortgages were unsustainable, predicting a housing market collapse by 2007. He identified this by analyzing raw mortgage data, spotting rising default rates and weak loan structures.
How He Learned Faster: Burry’s obsessive, data-driven approach—pouring over thousands of mortgage bonds—allowed him to see patterns of risk (e.g., adjustable-rate mortgages with teaser rates) that Wall Street and rating agencies ignored. His contrarian mindset and willingness to bet against consensus were key.
How It Helped: Burry’s early insight led him to buy credit default swaps (CDS) on mortgage-backed securities (MBS) at low cost. When the market crashed, his fund reaped over $2.69 billion in profits, a massive asymmetric payoff (his initial investment in swaps was a fraction of the return). His speed in learning gave him first-mover advantage in a mispriced market.
2. Jared Vennett: Learned from Burry’s Play and Spread the Bet
What He Learned: Vennett, a Deutsche Bank trader, caught wind of Burry’s CDS strategy and realized the housing market was a house of cards. He understood the systemic risk in CDOs and the misrating by agencies like Moody’s.
How He Learned Faster: Vennett leveraged Burry’s insight but acted quickly to verify it through his own analysis of mortgage bonds and CDO structures. His position in banking gave him access to deal flow and data, and his cynicism about Wall Street’s optimism helped him see the truth.
How It Helped: Vennett pitched the CDS opportunity to Mark Baum’s team, securing a deal that earned his clients (and himself) hundreds of millions when the market imploded. His speed in acting on Burry’s idea allowed him to secure swaps before premiums rose, locking in a high-reward, low-risk position.
3. Mark Baum: Learned the Depth of Systemic Corruption
What He Learned: Baum, a skeptical hedge fund manager, initially doubted Vennett’s pitch but confirmed the market’s flaws through his team’s research. They uncovered rampant fraud—strippers with multiple mortgages, inflated appraisals, and complicit rating agencies.
How He Learned Faster: Baum’s team conducted boots-on-the-ground due diligence, interviewing mortgage brokers, borrowers, and industry insiders. This primary research revealed the extent of the bubble faster than most institutional investors, who relied on sanitized reports.
How It Helped: Baum’s fund bought CDS alongside Vennett, profiting massively (hundreds of millions) when the market collapsed. His quick validation of the thesis allowed him to enter the trade before the window of opportunity narrowed, securing a low-cost, high-upside bet.
4. Charlie Geller and Jamie Shipley: Learned Late but Acted Decisively
What They Learned: Geller and Shipley, small-time investors, stumbled onto the housing bubble thesis through Vennett’s pitch materials. They realized the market’s collapse was imminent and saw the potential in CDS.
How They Learned Faster: Though late to the game, they learned faster than most retail investors by leveraging their mentor, Ben Rickert, and analyzing CDO-squared deals (riskier derivatives). Their scrappy, outsider perspective helped them question the market’s stability.
How It Helped: They secured CDS deals, albeit at higher costs due to their late entry, and made $80 million when the market crashed. Their speed in acting, despite limited resources, turned a small fund into a fortune, though their smaller scale and late timing yielded less than Burry or Baum.
Comparative Speed and Impact
Burry was the fastest, learning in 2004–2005, years before the 2008 crash. His early action secured the cheapest swaps and the largest payout (billions). His deep, solitary analysis outpaced everyone.
Vennett was next, learning in 2005–2006 by piggybacking on Burry. His quick pivot and access to clients like Baum amplified his impact, though his profits were smaller than Burry’s.
Baum followed, confirming the thesis in 2006. His team’s thorough research ensured conviction, leading to huge gains, though less than Burry due to later entry.
Geller/Shipley were slowest, learning in 2007, but still beat the broader market. Their smaller scale and higher swap costs limited their upside, but their decisiveness yielded outsized returns for their size.
How Learning Faster Helped
The faster each player learned, the earlier they could buy CDS at lower premiums, maximizing their asymmetric payoff (small upfront cost, massive returns). Speed also meant beating the crowd—by 2007, swap prices rose as more investors caught on, and banks grew wary. Their ability to learn faster stemmed from:
Contrarian Thinking: Rejecting the “housing is safe” dogma.
Primary Data: Digging into raw mortgage data, not Wall Street summaries.
Acting on Conviction: Overcoming skepticism and institutional inertia.
Asymmetric Learning Lesson: The fastest learners exploit mispricings before the market corrects. In The Big Short, those who saw the bubble first reaped the biggest rewards by betting against a system blind to its own flaws. To replicate this, prioritize independent research, question consensus, and act swiftly on validated insights.