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Tax Law Changes, Dividend Income & When Should You Retire?

Jul 18, 2025
The hosts dive into the latest tax legislation, breaking down crucial changes that investors must understand. They unveil the truth about dividend income and its pitfalls, emphasizing the importance of total return over mere payouts. A real-life example illustrates the potential downsides of chasing dividends. They also tackle the complexity of retirement readiness, introducing a three-question framework to help listeners determine if they're truly prepared to retire. This discussion focuses on flexibility and personalized strategies for navigating retirement income.
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INSIGHT

Key Takeaways From The New Tax Bill

  • The new tax bill permanently extends current income tax rates and adjusts charitable and senior deductions.
  • These changes create fresh planning opportunities around charitable gifts, Roth conversions, and SALT exposure.
ADVICE

Project Your Taxes Now

  • Run updated projections comparing your prior-year taxes to expected 2025 outcomes under the new rules.
  • Use those projections to plan charitable gifts, Roth conversions, and SALT-sensitive moves this year.
INSIGHT

Total Return Beats Dividend Focus

  • Total return — price appreciation plus yield — matters more than dividends alone for retirees.
  • You must also optimize returns after tax rather than chase raw dividend yield.
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