White Coat Investor Podcast

WCI #442: Questions About Taxes

40 snips
Oct 23, 2025
Discover insightful tips on teaching kids about taxes and guiding their Roth IRA contributions. Learn strategies to mitigate capital gains taxes when selling stocks, including gifting and charitable donations. Explore the tax implications of choosing between an LLC and a Sole Proprietorship for your business. Plus, delve into simplifying your investment portfolio from many direct-index stocks to more manageable index funds. Get ready for practical financial advice and actionable strategies!
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ANECDOTE

Morning Run And The Investor Matters

  • James Dahle opens the episode describing a beautiful sunrise run near Little Cottonwood Canyon.
  • He uses the scene to remind listeners that the investor matters more than the investment.
ADVICE

Kids, Compensation, And Retirement Limits

  • If a child earns compensation, fund retirement accounts up to compensation limits but watch contribution types carefully.
  • Make Roth IRA and Roth solo 401(k) contributions only if they don't exceed earned compensation and avoid pre-tax solo 401(k) that reduces compensation.
ADVICE

Options For Low-Basis Concentrated Stock

  • For large low-basis concentrated positions, consider holding, gifting to lower-tax relatives, donating appreciated shares to charity, or selling when in a lower tax bracket.
  • Explore exchange/swap funds or charitable remainder trusts only if other simpler options (hold, gift, give to charity) don't suit your goals.
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