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  1. We Study Billionaires - The Investor’s Podcast Network
  2. TIP788: Simple Investing w/ David Fagan
TIP788: Simple Investing w/ David Fagan

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network · Feb 1, 2026

Master simple investing with indexing. Learn why it beats most pros, the cost of underperformance, and how leadership principles compound success.

Michelangelo's "David" Metaphor for Unlocking Employee Potential

Michelangelo claimed David was "always there in the marble" and he simply removed what wasn't the sculpture. Similarly, a leader's role is to see the "masterpiece" within a talented employee and help guide them by removing obstacles and distractions, allowing their raw talent to emerge.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

For Entrepreneurs, Indexing Provides a Non-Fragile Foundation to Protect Concentrated Business Wealth

Entrepreneurs already take significant, concentrated risk in their own businesses. A public market portfolio should act as a "shock absorber," providing a durable, low-stress foundation. Indexing allows them to focus their energy on their business while their wealth compounds quietly and reliably in the background.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

The "Pygmalion Effect" Shows Leaders' Unspoken Expectations Directly Impact Team Performance

A 1968 study showed that students randomly labeled as having "exceptional potential" posted significantly higher IQ gains. The teachers' changed expectations—their belief, tone, and encouragement—drove the outcome. Leaders must recognize that their internal beliefs about their team compound into real-world results.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

Indexing Provides Psychological Comfort in a Market Crash Because You're "Losing with Everyone Else"

During a severe market downturn like 2008, being an index investor can be oddly reassuring. The feeling of alignment—rising and falling with the entire market—can reduce the panic and second-guessing that often accompanies holding concentrated positions, leading to better long-term behavior.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

"Trusting" a Nice Financial Advisor Is a Dangerous Substitute for Performance Oversight

Many investors justify poor performance by saying their advisor is a "nice person" or a "trusted friend." However, trust can be dangerous when it replaces objective oversight. Your investment returns are your livelihood, and it's your job to ask direct questions about performance relative to a clear benchmark.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

A Fixed Income Allocation Stabilizes Investor Behavior, Not Returns

The primary role of a small fixed-income allocation (e.g., 10%) isn't to generate returns but to act as a behavioral stabilizer. It provides a simple, mechanical rebalancing rule: trim equities if bonds fall to 5%, buy more if they rise to 15%. This forces disciplined "buy low, sell high" behavior.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

Warren Buffett's 90/10 Indexing Advice for His Estate Underscores Its Power

When a legendary stock picker like Warren Buffett advises a simple 90% S&P 500 index and 10% bonds for his own estate, it's a powerful endorsement. This strategy works for almost everyone, regardless of their financial background, by providing broad market exposure at a low cost.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

Only 4% of Stocks Create All Net Market Wealth, Making Indexing a Reliable Way to Own Them

Research by Bessenbinder shows that a tiny fraction of "superstar" companies drive all market gains. Since identifying these winners in advance is nearly impossible, indexing ensures you own them by default, capturing the market's overall growth without the risk of picking the wrong stocks.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

A Howard Marks Lesson: Consistent Average Returns Outperform Occasional Top 5% Finishes

Superior long-term returns come from consistency, not chasing top rankings each year. A pension fund that never ranked above the 27th percentile in any single year ended up in the top 4% overall after 14 years. The key is to avoid big losses and let steady compounding win over time.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

Frame Your Advisor's 1% Fee as a $10,000/hour Cost for Avoiding Self-Education

Don't view a 1% management fee abstractly. On a $1 million portfolio, it's $10,000 a year. You could learn the basics of a simple index portfolio from a free one-hour YouTube video. This reframes the decision: is it worth paying someone $10,000 for a task you could learn in an hour?

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago

A 3% Annual Return Shortfall Can Force You to Work an Extra 6-7 Years

The true cost of underperformance isn't just a smaller portfolio; it's lost time. A client saving $100k/year for 16 years earned 5% instead of a market-rate 8%. This 3% gap meant she couldn't retire and had to work an additional 6-7 years, highlighting the real-life impact of overseeing investment results.

TIP788: Simple Investing w/ David Fagan thumbnail

TIP788: Simple Investing w/ David Fagan

We Study Billionaires - The Investor’s Podcast Network·18 days ago