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    Tax-Loss Harvesting

    Make losses pay tax savings.

    How it works

    In your TAXABLE brokerage account, sell investments that LOST value. Use the loss to offset capital gains, OR up to $3,000/year against ordinary income. Buy similar (NOT identical) investment to maintain market exposure.

    Example

    • You sold a stock 2024 for $20K profit (gain).
    • Another stock down 20% — $5K loss on paper.
    • Sell losing stock → realize $5K loss.
    • $20K gain - $5K loss = $15K taxable gain.
    • Save 15-25% × $5K = $750-1,250 in taxes.
    • Buy similar (NOT exact same) stock.

    Wash sale rule

    • Can't buy SAME stock within 30 days BEFORE or AFTER sale (60-day window total).
    • Disallowed sale loss.
    • Solutions:
    • Buy SIMILAR (S&P 500 fund → total market fund).
    • Wait 31 days to buy back.
    • Auto-investments must be turned off in window.

    When it works

    • You have TAXABLE brokerage (NOT IRA / 401k).
    • Some investments have unrealized losses.
    • You have either: capital gains to offset, OR working income.
    • Best done DECEMBER for tax year.
    • Not worth it on small accounts (under $50K typically).

    Auto-harvest services

    • Wealthfront / Betterment — robo-advisors auto-harvest. 0.25% fee.
    • Fidelity / Schwab tax-loss harvesting — included in some advisor services.
    • DIY — once a year, December review.
    • Most helpful for accounts $100K+.

    Don't let tail wag dog

    Don't sell winners just to "harvest" — pays bigger taxes. Don't buy crappy investments just because they fit harvesting plan. Tax savings should follow good investing — not drive it.