Retire Sooner with Wes Moss

5 Investing Pillars & Tax Tips for Retirement Planning

21 snips
Sep 18, 2025
Discover five essential investing pillars that guide decision-making in any market. Learn how capital gains tax rates can keep some investors in the 0% bracket and explore effective strategies for diversification. The discussion covers required minimum distributions and the 4% rule for retirement withdrawals. Plus, uncover the impact of tax-loss and tax-gain harvesting on returns. The conversation also highlights the increased senior tax deduction window for 2025-2028, and offers advice on choosing a trustworthy investment custodian for your assets.
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ADVICE

Avoid Concentration Risk

  • Diversify beyond concentrated holdings or single legacy stocks.
  • Avoid concentration risk because no trend or single sector lasts forever.
ADVICE

Diversify ESPP Proceeds Beyond S&P 500

  • If your ESPP or company stock is large, diversify into broader or international funds.
  • Consider equal-weight or international allocations to reduce mega-cap concentration.
ADVICE

Count RMDs Only When Spent

  • Treat RMDs as spending only when money is actually consumed or used to pay taxes.
  • Count toward your withdrawal rate only the portion of RMDs that leave your possession or are spent.
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