My main takeways from market wizard Jamie Mai (2024)

Cornwall Capital’sJamie Mai’s interviewin Jack Schwager’s ‘Hedge Fund Market Wizards‘ is probably one of the most insightful that I’ve found in this indispensable book. Mai is documented under the chapter of ‘Multistrategy Players’ among other investors like Edward Thorp and Michael Platt.

My main takeways from market wizard Jamie Mai (1)

To provide the context, Mai was one of those who successfully navigated the tumultuous waves of the housing and credit crisis in 2007 – 2008, and even cashed in on one of America’s greatest bubbles. He was played by actor Finn Wittrock in the movie ‘The Big Short‘ using a pseudonym ‘Jamie Shipley’ – allowing the public to have a brief understanding of what happened prior to the run-up to the Global Financial Crisis.

My main takeways from market wizard Jamie Mai (2)

Jamie Mai’s investment philosophyis rather unique in that his firm (Cornwall Capital) does not have a set trading strategy. Their opportunity set includes detecting mis-pricings in asset prices in financial markets globally, allowing them to generate returns from market inefficiencies rather than developing convictions on whether a thesis about something is right or wrong. Simply put, Jamie focuses on whether an asset X is priced correctly relatively to the fundamental situation that X is in, instead of whether asset X is a good investment. As mentioned by him: “all of the trades … have reflected situations where we did not have a high level of conviction ourselves about the outcome we were seeking to make money on. Instead we had conviction that the odds were substantially mispriced, providing us positive expected value, even though we might not had a strong view about the direction of the underlying market.

In 2006, Jamie and his firm discovered that it was cheap to bet against the housing market via shorting CDOs of subprime mortgage-backed securitisations (MBS). The profilewas highly asymmetrical in that it costs very little to do so relative to its potential payoff (which was easily in the 10x-20x range). They dug deeper into the complex and esoteric system and started to develop a conviction of this trade as well when they studied the CDO market and the impending housing crisis, gradually building their short position against America’s subprime housing market which eventually collapsed in 2007 and led to a systemic crisis in 2008.

In the book’s interview, Jamie mentioned that “as a general observation, markets tend to overdiscount the uncertainty related to identified risks. Conversely markets tend to underdiscount risks that have not yet been expressly identified. Whenever the market is pointing at something and saying this is a risk to be concerned about, in my experience, most of the time, the risk ends up being not as bad as the market anticipated.

This quote is perhaps Cornwall’s investment philosophy, detecting mispricings in various market developments and asset prices (are investors overdiscounting or underdiscounting risks?). Jamie’s firmalso builds probability trees and gaming scenarios to further analyse if the mispricings are real and if there is a money-making opportunity.

Here are my main takeaways from the interview:

(I) Markets are not efficient

Whileclichéd (but vitally important), Jamie’s way of making money for his firm proves that markets are perhaps not efficient at all. If Cornwall could detect mispricings in the most liquid and developed financial market in the world (the US), it tells us that there is still opportunity for alpha generation out there and it is up to shrewd investors to devise creative strategies and systems to take advantage of it

(II)Standard pricing assumptions may not be entirely appropriate for all circ*mstances, creating opportunities

As Schwager wrote: “Mai seeks to identify trade opportunities that arise because prices, particularly for derivatives, are based on one of a number of standard pricing assumptions that may be entirely inappropriate based on the specific circ*mstances applicable to the given market. When these assumptions are unwarranted, they create mispricings and trading opportunities.

Jamie uses options frequently to express his view of mispricings, pointing out that assumptions like ‘prices being normally distributed’ and ‘current correlations beinggood predictors of future correlations’ are in fact invalid. “Options are priced based on the assumption of a normal distribution, which effectively implies that future prices near the current level are most probable and that probabilities drop steeply for prices further removed from current levels. In some instances, however, large price moves are much more likely than implied by the normal distribution… In such circ*mstances, options priced in line with option-pricing models will be severely mispriced; specifically, out-of-the-money options will be priced far too cheaply. These mispricings can create profit opportunities particularly if the probability of a large price move is much greater than normal, then out-of-the-money options can provide a significant probability of gain, while being priced consistent with long-shot probabilities.”

(III) Ensure trades have an asymmetrical profile:

As Schwager wrote: “Mai structures trades so that the downside is severely limited, while the upside is open-ended. One common way of achieving this type of return/risk profile is by being a buyer of options (of course, only at those times when a mispricing is identified).”

(IV) Go for trades which have probabilities skewed to a positive outcome:

“As a general rule of thumb, Cornwall requires that the estimated gain if the trade succeeds multiplied by the probability of a positive outcome must be at least twice as large as the estimated loss if the trade fails multiplied by the probability of a negative outcome. Of course, these gain-and-loss amounts and their respective probabilities must be based on subjective estimates. Nonetheless, the key point is that the probability-weighted gain must be lopsided relative to the probability-weighted loss.

Formulaic summary:

[(Estimated Gain * Probability of Win) / (Estimated Loss * Probability of Failure)] ≥ 200% of risk committed

To read the entire interview, grabHedge Fund Market Wizards!

*image credits to Amazon.com & Linkedin*

My main takeways from market wizard Jamie Mai (2024)

FAQs

What was James Mai's investment strategy? ›

The goal was to risk $1 to make $10. Mai understood that most of his bets would lose, but over time, the size of his winners would more than make up for those small losses. Mai's favorite way of expressing this strategy was through long-term, deep out-of-the-money options or DOTMs.

How much did Jamie Mai and Charlie Ledley make? ›

According to the book “The Big Short”, Jamie Mai and Charlie Ledley used options to turn $110,000 to $12mil.

What did Charlie and Jamie do? ›

Charlie Ledley and Jamie Mai are the co-founders of the “garage band” hedge fund Cornwall Capital, which grows from $110,000 in a shed to over a hundred million after the crash. Jamie's neighbor in Berkeley is Ben Hockett, who becomes their mentor and helps them navigate the challenges of the financial world.

What is the philosophy of investment strategy? ›

An investment philosophy is a set of beliefs and principles that guide an investor's decision-making process. It is not a narrow set of rules or laws, but more a set of guidelines and strategies that take into account one's goals, risk tolerance, time horizon, and expectations.

Who made the most shorting the housing market? ›

Key Takeaways. Michael Burry is an investor who profited from the subprime mortgage crisis by shorting the 2007 mortgage bond market, making $100 million for himself and $700 million for his investors.

Why did Charlie and Jamie need to be to work with them? ›

Charlie and Jamie needed Ben to work with them because he had experience in the financial industry and could provide them with valuable insights and connections. 12. Standard and Poor's felt pressure to give high bond ratings to banks because the banks paid them to rate their bonds, creating conflict of interest.

What did Charlie and Jamie do that no one else thought of? ›

Charlie and Jamie created a synthetic CDO, which was a new and innovative way of shorting the market. 15.

What is the bridgewater investment strategy? ›

Bridgewater has several strategies: Pure Alpha, Pure Alpha Major Markets, All Weather and Optimal Portfolio. The firm has been managing its Pure Alpha strategy since 1991. This strategy is designed to generate the highest return-to-risk ratio possible through active management.

What is the turtle investment strategy? ›

Turtle trading is a systematic strategy, aiming to capture long term trends in financial markets. It involves specific rules for entry and exit signals, risk management based on volatility, and a diversified portfolio approach.

What strategy does Ray Dalio use? ›

Dalio's investment strategy is based on risk parity, which aims to balance risk across different asset classes, and diversification across multiple asset classes, including stocks, bonds, commodities, and currencies.

What is the strategy of Fisher Investments? ›

Fisher Investments first analyses the global macroeconomic environment and market conditions to identify what they think are the most attractive investment categories. Then, they select individual securities within those categories that fit your tailored investment strategy.

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