We Study Billionaires
We Study Billionaires

TIP 086 : Part II - Jack Schwager & Stock Market Wizards (Investment Podcast)

IN THIS EPISODE, YOU’LL LEARN: Why you should always decide what your exit criteria is before you get into a security. How to use fundamentals in trading. How to optimally measure the performance of your portfolio. Why traders in particular might want to use daily data to evaluate their strategy. BO

Featured Speakers

Stig Brodersen HostJack Schwager Guest

Topics Discussed

Episode Summary

Executive Summary: Jack Schwager explains how traders can use fundamentals contrarianly, why trading differs from investing, and how he evaluates risk and performance. He contrasts his interviews with Dalio and Druckenmiller, argues diversification is the key edge in risk parity, gives a technical bullish case for gold, and describes FundSeeder’s model for connecting unknown traders with capital.

Main Topics: Trading vs. investing (Priority: 5/5): Schwager distinguishes short-term trading, which requires stops and strict risk control, from investing, where positions can be held for years based on perceived intrinsic value. How traders use fundamentals (Priority: 5/5): He argues fundamentals are most useful in trading when the market reacts opposite to what the news would imply, making them a contrarian timing tool rather than a directional one. Risk parity and diversification (Priority: 4/5): Discussing Ray Dalio, Schwager emphasizes that diversification across uncorrelated assets can reduce risk without reducing expected return, calling it a core principle of investing. Gold as a psychological market (Priority: 4/5): Schwager dismisses conventional supply-demand narratives for gold and says its price is driven primarily by psychology, with technical patterns offering the best guide. Measuring manager performance (Priority: 5/5): He critiques the Sharpe ratio for using volatility as risk and prefers the gain-to-pain ratio and Sortino ratio because they better capture downside pain and real investor concerns. FundSeeder and identifying talent (Priority: 3/5): Schwager describes FundSeeder as a platform that verifies trader track records and connects promising, unknown traders with investors through dedicated investment vehicles. Interview contrasts: Dalio vs. Druckenmiller (Priority: 2/5): He shares behind-the-scenes impressions of both managers, noting Dalio’s terse, time-structured style and Druckenmiller’s long, story-rich interview format.

Key Arguments: Traders should use stops and predefine exits before entry to preserve objectivity and limit losses. An investment can be held through adverse moves if the asset has long-term intrinsic value and is part of a diversified basket, such as an ETF. For trading, fundamentals matter most when the market response contradicts the expected reaction to news. Gold’s price is not mainly determined by mine production or consumption; it is driven by psychology, inflation expectations, rates, and currencies. Diversification can preserve return while lowering risk, making it central to Dalio’s risk parity framework. The Sharpe ratio can misclassify risk because volatility is not the same as downside pain or true investment risk. Gain-to-pain better reflects investor experience because it rewards gains while penalizing losses directly, especially on a daily data basis. FundSeeder aims to uncover skilled but unknown traders by verifying performance through broker-linked accounts and packaging them for investors.

Data Points: Episode number: 86 - Referenced in the show introduction. Bridgewater size: Over 1,000 people - Used to describe the scale of Dalio’s firm and office complex. Gold market share of annual use: About 100 times as much gold exists as is used in any given year - Schwager uses this to argue that production/consumption fundamentals are not the key driver of gold prices. Interview duration with Druckenmiller: Hours and hours - Schwager contrasts this with Dalio’s more time-limited interviews. Reported gold allocation: 20% to 25% - Mentioned by the hosts as an estimate of Druckenmiller’s portfolio in gold. Technical horizon for gold view: 2 to 3 years - Schwager says he would choose long gold over a multi-year hold if forced to pick a direction. FundSeeder trader sourcing: Worldwide verified traders - The platform is designed to connect unknown traders globally with capital. Audience event dates: June 11, July 16, September 24, 2016 - Live event announcements in Seoul, Huntsville, and Baltimore.

Pivotal Quotes: "Always decide where you're getting out before you get in." — Bruce Governor (quoted by Jack Schwager): Schwager cites this as foundational trading advice for maintaining objectivity and defining risk. "It's when fundamentals do the opposite of what's expected that's important from a trading perspective." — Jack Schwager: He explains the contrarian use of fundamentals for short-term trading decisions. "Diversification is the only free lunch on Wall Street." — Jack Schwager: He summarizes why uncorrelated assets reduce risk without sacrificing expected return.

Implications: Listeners should separate trading from investing, use fundamentals contrarianly for timing, and evaluate managers by downside-aware metrics. The episode also reinforces that diversified portfolios and technical discipline matter more than headline fundamentals for many strategies.

🔓 Sign Up for Unlimited Episode Search

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...

View all episodes from We Study Billionaires