We Study Billionaires
We Study Billionaires

TIP170: A Bet with Warren Buffett - Guest Ted Seides (Business Podcast)

On today's show we talk to Ted Seides. Ted is a graduate of Yale and Harvard university and he comes with multiple decades of experience in finance. For people not familiar with Ted, most might recognize him has the gentlemen that took the opposite side of Warren Buffett’s bet with the hedge fu

Featured Speakers

Stig Brodersen HostTed Sides Guest

Episode Summary

Executive Summary: Ted Sides recounts the story behind his 10-year charity bet against Warren Buffett, explaining why he thought hedge funds would outperform the S&P 500 and why the result was shaped by valuation, rates, and market structure more than fees alone. He also reflects on lessons from David Swensen, the rise of index funds/ETFs, hedge fund competition, and how investors should think about skill, benchmarks, and long horizons.

Main Topics: The Warren Buffett charity bet (Priority: 5/5): Ted explains how he challenged Buffett after reading his comments about hedge funds, the written back-and-forth, the legal structure, and why the bet became a 25-page contract. Why Ted thought hedge funds would win (Priority: 5/5): He argues the bet was framed around valuations, market exposure, and historical patterns; at the start, U.S. equities were expensive and hedge funds had long periods where they looked advantaged. What actually drove the outcome (Priority: 5/5): Ted says the result was influenced by falling interest rates, rising competition, and benchmark choice. He emphasizes that the S&P 500’s strength and hedge funds’ weakness were both partly path-dependent. Index funds, ETFs, and the paradox of skill (Priority: 4/5): The conversation shifts to how passive investing changed markets. Ted agrees index-fund growth can make the remaining active managers smarter on average, raising the bar for skill. David Swensen’s investment style and influence (Priority: 5/5): Ted describes Swensen as unusually analytical, contrarian, and able to build an ecosystem that supports disciplined investing, governance, and communication. Hedge fund economics and industry concentration (Priority: 4/5): Ted explains why hedge funds proliferated historically, but argues the industry is highly concentrated and fees should continue to fall as inefficiencies are arbitraged away. Teaching kids about money and entrepreneurship (Priority: 3/5): In the audience Q&A, the hosts advocate teaching children to create value through business ownership and entrepreneurial effort rather than focusing only on stock picking.

Key Arguments: Ted believed Buffett was using the wrong benchmark: hedge funds should not be judged only against the S&P 500 because their exposures differ materially. The bet’s early outperformance by Ted was helped by starting valuations and strategy mix, not simply hedge-fund skill. Hedge fund returns were hurt by lower cash yields as interest rates fell from around 4% to near zero. Competition in active investing has intensified, reducing easy opportunities and making a repeat bet less attractive. Index-fund growth may raise market efficiency by removing less-informed capital, a version of the 'paradox of skill.' A better benchmark choice, such as a global equity index, would have narrowed or erased the apparent hedge fund underperformance. Swensen’s success came from analytical edge, temperament, and building institutional structures that support disciplined long-term decisions. Hedge fund fees are under pressure because the industry was born in a more inefficient, boutique era; current conditions justify lower fees. For children, the best financial education is often entrepreneurship and ownership, not merely public-market investing.

Data Points: Bet length: 10 years - Buffett vs. Ted Sides charity wager Bet start: January 1, 2008 - Ted says the legal and written process ended and the bet began at the start of 2008 Initial communication period: Summer of 2007 - First letter exchange and agreement on terms Negotiation duration: A few weeks of correspondence; 2 months or longer for legal contract - Ted describes the path from first letter to signed papers Ted's estimated win probability: 85% - His stated confidence in the hedge-fund side at the time Buffett's estimated win probability: 60% - Ted says Buffett viewed his chances as moderate rather than certain Number of hedge funds in 2002: Around 2,000 - Host cites growth of hedge funds over time Number of hedge funds later: More than 10,000 - Host notes the industry expansion Typical management fee example: $300,000 - Ted’s example of a small hedge fund managing $20 million at a 1.5% fee Yale CIO return figure for Swensen: 25% annually over the past 20 years - Mentioned in the intro as a hallmark of Swensen’s record Fed funds rate movement in 1994-1995: From 3% to 6% - Ted’s early Yale bond-portfolio success occurred during a sharp rate-hike cycle Yale rank in 1994 bond portfolio: Top decile - Ted describes strong performance during his first major presentation Hedge fund fee structure example: 1.5 and 20 - Ted references the classic management and incentive fee model Short-term rates in Swensen discussion: 5% to 6% - Used to illustrate why older fee structures were harder to justify in a higher-rate environment Global equity benchmark comparison: Nearly identical performance - Ted says hedge funds vs. the Morgan Stanley World Index would have been almost the same over the bet period Cash return drag: Several hundred basis points - Ted says falling rates lowered hedge fund nominal returns materially Spending horizon for manager-of-managers decisions: A year to year and a half - Ted notes the time needed to make meaningful allocation changes

Pivotal Quotes: "I heard you said this, that hedge funds couldn't beat the market. How come no one's taken you up on it?" — Warren Buffett (as recounted by Ted Sides): A college-student Q&A transcript prompted Ted to challenge Buffett by letter "85% is what we said." — Ted Sides: Ted states his original confidence level that his hedge-fund-of-funds side would win "The bet had all kinds of implicit underlying biases." — Ted Sides: Ted explains that benchmark choice, geography, and market-cap exposure mattered as much as fees

Implications: The episode argues investors should judge active management by fit and benchmark, not headlines. It also suggests passive flows and tighter competition raise the bar for skill, while lower fees and better structure will keep reshaping the industry.

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About We Study Billionaires

We interview and study famous financial billionaires, including Warren Buffett, Ray Dalio, and Howard Marks, and teach you what we learn and how you can apply their investment strategies in the stock market. We Study Billionaires is the largest stock investing podcast show in the world with 180,000,000+ downloads and is hosted by Stig Brodersen, Preston Pysh, William Green, Clay Finck, and Kyle Grieve. This podcast also includes the Richer Wiser Happier series hosted by best-selling author Wi...

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