White Coat Investor Podcast

WCI #377: Tax Payments and Savings

9 snips
Jul 25, 2024
Topics include quarterly estimated tax payments, tax loss harvesting, travel expenses, residency challenges, and group health insurance. The discussion emphasizes not letting tax drive investment decisions and navigating complex financial situations.
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ADVICE

Quarterly Tax Payments Advice

  • Quarterly estimated tax payments are a guess, so focus on having the money ready rather than exact calculations.
  • Being within a few thousand dollars in estimate means you have done well; don’t stress penalties as they are just interest on late payments.
ADVICE

Tax Implications of W-9 Reimbursements

  • Filling out a W-9 for travel reimbursement usually means the payment is taxable income.
  • Expect to report those reimbursed interview expenses as taxable, even though it feels unusual.
ADVICE

Tax Loss Harvesting & Solo 401k Tips

  • Tax loss harvest when the market drops, not just at year-end, using substitute ETFs to avoid wash-sale rules.
  • Opening a Solo 401k is not worth it for a side gig making a couple thousand dollars.
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