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  1. We Study Billionaires - The Investor’s Podcast Network
  2. TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green
TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network · Sep 28, 2025

Explore the search for universal truths in life and investing. This discussion covers why you should question your own perspective to live wisely.

Select Mentors By Identifying Specific Qualities You Want to 'Clone'

No single teacher or mentor is perfect. A more effective approach is to identify specific, desirable qualities in various people—such as an investor's rationality or a leader's compassion—and focus on learning how to embody those particular traits, rather than idealizing the entire person.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

More Money Buys Happiness by Reducing Negative Emotions, Not Just Adding Positive Ones

A University of Pennsylvania study challenges the $75k happiness plateau, finding that for 80% of people, happiness rises with income up to $500k. Crucially, at higher income levels, the primary benefit is the avoidance of negative emotions and worries, providing security and peace of mind.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Men Overestimate Their Knowledge By 30%, Making Humility a Financial Superpower

A study highlighted by Michael Lewis found men systematically overestimate their knowledge, while women underestimate theirs. This cognitive bias is a major risk in investing and leadership. The anecdote of a man confidently miscorrecting "Marie Curie" to "Mariah Carey" perfectly illustrates this dangerous self-assurance.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Your Personal 'Truths' About a Good Life Are Biased and Rarely Universal

We project our paths to happiness onto others, forgetting values are individually conditioned. One person's dream (entrepreneurship, multigenerational living) is another's nightmare. This awareness fosters humility and prevents giving prescriptive, biased advice about how to live wisely.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Stop Seeking Universal Truths; Adopt Principles That Are 'Approximately True Over Time'

Absolute truths are rare in complex systems like markets. A more pragmatic approach is to find guiding principles—like "buy assets for less than they're worth"—that are generally effective over the long term, even if they underperform in specific periods. This framework balances conviction with flexibility.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Investor Bill Miller's Edge Came from Philosophically Questioning Investment Dogma

While Buffett viewed Bitcoin as useless for not producing cash flow, Bill Miller questioned the premise itself. He asked, "Who said the goal... is to own assets that generate cash? I thought the goal was to make money." This first-principles, philosophical thinking is a major competitive advantage.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Adopt Charlie Munger's 'This is Beneath Me' Standard, Not Just Legal Loopholes

Instead of asking "Is this legal?", a better ethical filter is Charlie Munger's question: "Is this beneath me?" This personal standard prevents engaging in technically legal but unethical behaviors, like selling a financial product you wouldn't recommend to your own mother. It creates a higher bar for conduct.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Great Investors Like Howard Marks Balance Extreme Conviction with Profound Humility

In 2008, Howard Marks invested billions with conviction while markets crashed, yet he wasn't certain of the outcome. He held the paradox of needing to act decisively against the crowd while simultaneously accepting the real possibility of being wrong. This mental balance is crucial for high-stakes decisions.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Ditch Your Reading List; Try a 'Wild Goose Chase' Method to Foster Discovery

Instead of a rigid reading plan, adopt a non-linear approach. Follow footnotes, explore random authors, and jump between books based on intuition. This "wild goose chase" method embraces serendipity and can lead to more profound, interdisciplinary insights than a goal-oriented reading system focused on completion.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago

Use Philosopher Montaigne's Method of Studying Foreign Customs to Shatter Your Biases

16th-century philosopher Montaigne collected bizarre foreign customs (e.g., blackening teeth) not for novelty, but to remind himself how arbitrary his own cultural norms were. This practice helps leaders and investors question their own deeply ingrained, "obvious" truths and see reality from a new perspective.

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green thumbnail

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

We Study Billionaires - The Investor’s Podcast Network·5 months ago