White Coat Investor Podcast

WCI #435: Becoming a Millionaire by Reducing Your Taxes

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Sep 4, 2025
Explore practical strategies for tax reduction that can help you keep more of your hard-earned money. Learn about managing capital gains taxes and leveraging tax losses, particularly for retirees. Discover the benefits of investing early and diversifying as an aspiring anesthesiologist. Uncover the value of professional tax advice and how it can lead to significant returns. Plus, find tips on charitable giving to enhance tax efficiency while supporting your favorite causes.
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ADVICE

Convert Training Accounts To Roth Early

  • Convert tax-deferred training accounts to Roth when you leave training if you can afford the tax bill in low-income years.
  • Avoid rolling those funds into a traditional IRA to preserve future backdoor Roth options.
ADVICE

Use Tax-Loss Harvesting Strategically

  • Harvest losses in taxable accounts by selling and replacing with similar ETFs to create tax-loss carryforwards.
  • Use those losses to offset future capital gains, donate appreciated shares, or reduce taxable gains when spending in retirement.
INSIGHT

Losses Offset Gains More Than Ordinary Income

  • Capital loss carryforwards offset unlimited capital gains but only $3,000 per year of ordinary income.
  • That makes losses most powerful when used against large future capital gains events, not ordinary Roth conversion taxes.
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