Friends That Invest Secrets From an Award Winning Financial Advisor | Glen James
Oct 27, 2025
This week, Glen James, an award-winning financial advisor and bestselling author, shares his insights on advanced investing strategies. He emphasizes the importance of riding out market cycles and avoiding timing. Glen explains the trade-offs of diversification, how to manage ETF overlap, and the benefits of a core and satellite portfolio approach. He stresses prioritizing career earnings over risky investments and critiques the extreme frugality of FIRE advocates. Glen believes in balancing purpose with financial goals and offers practical tips like maintaining an emergency fund.
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Accept Market Returns
- Long-term investors should accept market returns rather than try to time cycles.
- Keep investing simple and avoid overcomplex strategies that give a false sense of control.
Keep A Small Side-Quest Allocation
- Keep the majority of your money in boring, long-term holdings and only allocate a small portion for side quests.
- Carve off roughly 10% for speculative or engaging bets to stay involved without risking your core plan.
Diversification Can Mask Concentration
- Diversification reduces catastrophic loss but can still leave large concentration via market-cap weighting.
- Equal-weighted portfolios can perform differently than cap-weighted ones because a few large names can dominate returns.
