Capital Gains Harvesting

Summary of Capital Gains Harvesting

by Quint Tatro & Daniel Czulno, CFP® a passionate look at everything money from budgeting, savings, investing, stocks, bonds, debt. For those that enjoy Dave Ramsey, Jill On Money, Smart Money, BiggerPockets it’s worth a listen!, Bleav

14mNovember 19, 2025

Overview of Capital Gains Harvesting

This episode of DIY Money — titled "Capital Gains Harvesting" — answers a listener question about using custodial (UGMA/UTMA) brokerage accounts to realize long-term capital gains up to the child’s tax-free/kiddie-tax threshold each year. The hosts explain how the kiddie tax works, cost-basis choices when selling holdings, practical steps to “harvest” gains tax-free, and pitfalls to avoid (wash-sale confusion, mutual-fund distributions, trading frequency). The discussion is practical and aimed at parents using custodial accounts to shift small amounts of taxable gains into 0% tax brackets annually.

Key takeaways

  • Kiddie tax basics: For the year discussed, the first $1,350 of a child’s unearned income is tax-free, the next $1,350 is taxed at the child’s rate, and amounts above ~$2,700 may be subject to the parents’ tax rate (kiddie tax). Confirm current thresholds each tax year — they can change.
  • Capital gains harvesting = intentionally selling appreciated holdings in a child’s custodial account up to the tax-free threshold to realize gains at 0% tax.
  • Mutual funds default to average cost basis when sold; ETFs and stocks generally use FIFO (first-in, first-out) by default. You can usually elect specific lot identification at the time of sale to choose which lots to sell.
  • Wash-sale rules apply to losses, not gains. Selling a gain and repurchasing is allowed, but frequent buy/sell activity could trigger pattern-day-trader rules in the account.
  • Include dividends and capital-gains distributions when calculating the child’s unearned income — these can push you over the threshold unexpectedly.
  • Keep the strategy simple: sell only the amount needed to stay within the tax-free zone, repeat yearly, and consult a tax pro for complex situations.

Topics discussed

  • Explanation of the kiddie tax structure and purpose
  • Cost-basis methods: average cost, FIFO, LIFO/last-in-first-out, specific lot identification
  • Differences between mutual funds, ETFs, and stocks when selling (mutual funds → average cost default; ETFs/stocks → FIFO)
  • Interaction of dividends/capital-gains distributions with harvesting strategy
  • Wash-sale rule vs. gains (clarified that wash-sale disallows loss recognition; it does not block gains)
  • Pattern-day-trader warnings for very active trading in small accounts
  • Practical alternatives (e.g., sell S&P mutual fund and buy a total market fund to avoid repurchasing the same instrument)

Practical action steps (how to harvest gains safely)

  1. Check current kiddie tax thresholds for the tax year before you sell.
  2. Add up the child’s unearned income so far this year (realized gains, dividends, interest, capital-gains distributions).
  3. Decide how much additional realized gain you can recognize without exceeding the 0%/kiddie-tax breakpoint.
  4. Review the holding type:
    • Mutual funds → expect average cost basis by default.
    • ETFs/stocks → FIFO by default, but you can usually specify lot(s).
  5. When placing the sell order, choose specific-lot identification if you want to pick lower-cost lots (maximize realized gain up to your target).
  6. Consider buying a similar-but-not-identical fund (e.g., Total Market vs S&P 500) if you want market exposure without repurchasing the exact same fund — simplifies bookkeeping and avoids potential confusion.
  7. Avoid over-trading — don’t repeatedly sell and repurchase the same security in short intervals to dodge rules or create administrative headaches.
  8. Repeat this check annually — small gains compound into meaningful tax savings over time.
  9. If uncertain or you’re near threshold limits, consult a tax professional.

Common pitfalls & cautions

  • Mutual-fund distributions (dividends and capital gains) count toward the child’s unearned income and can push you over the threshold unexpectedly.
  • Average cost basis on mutual funds may make it harder to isolate specific lots unless you actively designate lots.
  • Wash-sale rules don’t apply to gains, but they do apply to losses — don’t confuse the two.
  • Very frequent trading can subject the account to pattern-day-trader rules or additional restrictions.
  • Tax rules change — verify current figures and rules each year or with a tax advisor.

Notable quotes

  • "The secret to wealth is very simple. Live on less than you make, invest the rest, and do so for a very long time. And maybe every once in a while, capital gain and harvest so you don't end up paying a lot in taxes."

Extra notes

  • The show offered a $25 Amazon gift card for listener questions.
  • This episode included multiple sponsor messages (1-800-Flowers, Progressive, Wayfair, etc.).
  • Advice on the show is educational; consult a tax or financial professional for personal tax decisions.