We Study Billionaires – Episode TIP788: Simple Investing w/ David Fagan
Host: Stig Brodersen
Guest: David Fagan
Date: February 1, 2026
Episode Overview
This episode dives deep into the virtues of index investing, challenging the prevailing notions of complexity and excitement in personal finance. Host Stig Brodersen and recurring guest David Fagan discuss why indexing is a robust strategy for most investors, the psychological and structural benefits of simple investing, and warning signs when evaluating both investment track records and financial advisors. The discussion also expands into how principles of simplicity, expectations, and leadership apply both in investing and in life.
Key Discussion Points & Insights
1. The Power and Purpose of Index Investing
[02:10–12:14]
-
Why Indexing Works for Most People:
- David Fagan describes how he uses indexing for his family's wealth and advocates for its use, especially among new investors or those with small sums.
- Emphasizes Warren Buffett’s recommendation: “Put 10% of cash in short term government bonds and 90% in a very low cost index like the S&P 500.” [03:50]
- Index funds pool hundreds of companies, minimizing risk and tracking the overall market, making them accessible and effective for the majority.
-
Active vs. Passive Performance:
- Despite the growth of passive investing, only 23% of U.S. assets are in true index funds; active managers still dominate trading volume and price discovery.
- “Only 17% of individual stocks beat the market over the last decade.” [04:55]
- The Bessembinder study: just 4% of stocks created all the net worth since 1930—index funds capture these rare “superstar” gains reliably.
- Most professionals underperform after fees: “98% of Canadian equity managers failed to beat the S&P/TSX index over the last 15 years.” [06:12]
-
Consistency Over Brilliance:
- Illustrates longevity: Howard Marks’ tale of a pension fund never ranking above 27th percentile, but ending in the 4th percentile overall due to steady, consistent results.
- “The message is simple: avoid big losses and let consistency win.” [09:00]
-
Simplicity, Tax, and Time:
- Indexing saves time and minimizes errors and behavioral biases—fewer emotional decisions and less market timing.
- Portfolio turnover can cost “up to 2% of gross returns every year,” emphasizing the drag of taxes and fees.
2. Evaluating Investment Strategies: Track Records & Benchmarks
[15:48–23:54]
-
The Illusion of Outperformance:
- Stig warns against being swayed by investors with strong narratives but no public, long-term, audited track records.
- “If you can’t find the track record… it might be because they’re too embarrassed that they aren’t beating all of us and they’re not the next Warren Buffett.” [17:10]
-
Benchmark Gaming:
- Some managers cherry-pick or regularly change their benchmarks to appear successful.
- It’s crucial to measure against well-known, reputable benchmarks (e.g., S&P 500) across multiple market cycles.
-
Personal Reflections:
- Stig shares that he has about 15% in index funds and ~7% in Berkshire Hathaway, seeing BRK as a “superpower ETF.”
- “You can not beat the market as much as you want. But really, one of the things... is that you should know why you’re doing it and the upside and downside.” [22:40]
3. Indexing for Entrepreneurs
[23:54–32:13]
- Different Games, Different Risks:
- Entrepreneurs with concentrated risk in their own businesses should seek reliability and reduced fragility in their investment portfolios.
- “My business partner and I... often talk about the risk that could take our firm out of business,” highlighting the need for a robust, shock-absorbing investment plan. [25:45]
- Passive Suits Attention:
- Indexing allows founders to focus energy on their business while “compounding quietly in the background.”
- Offers a “shock absorber” to offset entrepreneurial risk and helps avoid emotional pitfalls in public markets.
4. Implementing Index Investing: Simple Rules, Emotional Benefits
[28:46–37:53]
- How David Implements Indexing:
- Follows Buffett’s “90% stocks, 10% fixed income” advice.
- Annual rebalancing: reduce equities if fixed income falls to 5%; buy more if it rises to 15%.
- This forces the classic “sell high, buy low” discipline and removes noise from the process.
- “The feeling that I was losing with everyone else because I was indexing was oddly reassuring.” [31:15]
- Dollar Cost Averaging:
- Regular, systematic investing is like “riding a tailwind” and automatically updates your portfolio with new market winners.
5. Oversight: Owning Your Results (Returns, Fees, Advisor Selection)
[37:53–47:16]
-
Be Your Own Overseer:
- Many fail to track their own portfolio’s real returns, “like playing 18 holes of golf and never keeping score.” [38:48]
- Story of a client who missed out on 3% annual compounded return—a difference of six to seven years of additional work—which highlights that small return gaps matter greatly over time.
- Key steps for oversight:
- Set clear goals.
- Review results every six months.
- Know your returns and compare them to a similar index, adjusted for your risk profile.
- Know (and minimize) all fees.
-
Advisor Value and Selection:
- If you hire an advisor, ensure they add real value—especially in behavioral coaching, tax optimization, or unique circumstances.
- “Being a nice person and building a generic portfolio should not be enough to earn your business.” [48:46]
- Beware of selection bias (“If this person were the next Warren Buffett, why are they sitting here pitching you?”) and clarify what you’re paying for.
6. Simplicity, Expectations, and Leadership—Lessons Beyond Investing
[51:11–70:10]
-
Why Simplicity is Sophistication:
- “Can’t simplicity also be the ultimate form of sophistication?” [31:48]
- Compounding and discipline outweigh short-lived brilliance, both in investing and organizational life.
-
Expectations as Leadership Tool:
- David shares the Rosenthal “Pygmalion in the Classroom” study: when teachers expected more from randomly chosen students, their IQs increased.
- “When someone believes in us, that belief transfers... it becomes a flywheel, just like compounding.” [57:20]
-
Words Matter—Recognize & Encourage:
- Employees rarely complain about too much appreciation; leaders must update their lens continually to help others grow.
- Stig likens his own leadership development to Michelangelo “revealing David in the marble.”
-
Parental and Organizational Culture Notes:
- Expectations must motivate, not crush; the right culture can shape outcomes as much as external conditions.
- “Most bosses get the employees they deserve, and most employees get the bosses they deserve.” [66:36]
Notable Quotes by Timestamp
- “Only 17% of individual stocks beat the market over the last decade.”
David Fagan, 04:55 - “Superior investment returns isn’t about ranking in the top 5% in any given year. It’s about consistency and steady returns over long periods.”
David Fagan, 08:50 - “Missing that 3% meant that she had to work another six to seven years, and she did everything right.”
David Fagan, 39:30 - “If you can’t find the track record… it might be because they’re too embarrassed that they aren’t beating all of us and they’re not the next Warren Buffett.”
Stig Brodersen, 17:10 - “Compounding is such a powerful force and it will test your patience in the beginning and then your astonishment later.”
Stig Brodersen, 47:16 - “Can’t simplicity also be the ultimate form of sophistication?”
David Fagan, 31:48 - *“The best leaders are those who expect greatness from others and communicate that expectation with belief and not pressure.” —John Wooden (quoted by David Fagan, 57:02)
- “Most bosses get the employees they deserve, and most employees get the bosses they deserve.”
Stig Brodersen, 66:36
Highlighted Moments & Timestamps
- [03:50] Buffett’s index advice: “Put 10% of cash in short term government bonds and 90% in a very low cost index like the S&P 500.”
- [04:55] Reality of active management: “Only 17% of individual stocks beat the market over the last decade.”
- [08:50] Consistency beats all: Parable of the pension fund demonstrating steady performance wins long-term.
- [22:40] Personal index allocation: Stig opens up about his personal investment strategy.
- [39:30] The high cost of underperformance: The tale of a client forced to work extra years due to slightly lower returns.
- [57:02] Pygmalion effect & John Wooden on leadership: How expectations compound performance.
Final Thoughts
This episode emphasizes that while sophisticated investing may seem appealing, the true path to wealth—and peace of mind—for almost everyone is systematic, simple, and patient index investing. The broader lesson is that consistency, clear expectations, and the courage to keep things simple can compound not just money, but human potential and organizational culture as well.
Listen to the full episode for deeper context and nuanced conversation between two thoughtful investors on The Investor’s Podcast Network. Visit theinvestorspodcast.com for additional resources.
