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Tax Strategy

Tax-Loss Harvesting Guide

Turn your investment losses into tax savings. Learn how to legally reduce your tax bill while maintaining your portfolio strategy.

$3,000
US annual deduction limit vs ordinary income
30 Days
Wash sale window (before and after)
Unlimited
Loss carryforward to future years

Tax Savings Calculator

Estimate how much you could save by harvesting investment losses

Estimated Tax Savings
$2,400
Plus $0 in losses carried forward

What is Tax-Loss Harvesting?

Tax-loss harvesting is a tax optimization strategy where you sell investments that have declined in value to realize a capital loss. These losses offset capital gains from other investments, reducing your overall tax liability.

The Core Benefit

If you have $10,000 in capital gains and harvest $10,000 in losses, you owe $0 in capital gains tax for that year. The losses cancel out the gains dollar-for-dollar.

But it goes beyond just offsetting gains. In the US, if your losses exceed your gains, you can deduct up to $3,000 against ordinary income. Any remaining losses carry forward indefinitely to future tax years.

How Tax-Loss Harvesting Works

Example: Sarah's Tax Savings

Sarah bought 100 shares of Tech Company at $100/share ($10,000 total). The stock dropped to $70/share ($7,000 current value). She also sold another stock earlier this year for a $5,000 gain.

Original investment $10,000
Current value $7,000
Harvestable loss -$3,000
Capital gains to offset $5,000
Net taxable gain $2,000
Tax saved (at 24%) $720

The Step-by-Step Process

  1. Identify losing positions - Review your portfolio for investments trading below your cost basis. Use your portfolio tracker to quickly spot candidates.
  2. Evaluate the opportunity - Consider the loss size, your tax bracket, and whether you still believe in the investment long-term.
  3. Sell the position - Execute the sale to realize the loss. Note the date for wash sale tracking.
  4. Buy a similar investment (optional) - If you still want exposure to that sector, immediately buy a similar but not identical investment.
  5. Wait 30+ days if repurchasing same security - To avoid wash sale rules, wait at least 31 days before buying back the same security.

The Wash Sale Rule Explained

The wash sale rule prevents you from claiming a tax loss if you buy a "substantially identical" security within 30 days before or after the sale. This creates a 61-day window.

The 61-Day Wash Sale Window

30 Days Before
No purchase allowed
Sale Date
Realize the loss
30 Days After
No purchase allowed
Day 31+
Safe to repurchase

What Triggers a Wash Sale?

Action Triggers Wash Sale?
Buy same stock within 30 days Yes
Buy call option on same stock Yes
Buy same stock in IRA Yes*
Spouse buys same stock Yes
Buy similar but different stock No
Buy ETF tracking same index Maybe
Wait 31+ days then repurchase No

Pro Tip: The ETF Swap

Selling VOO (Vanguard S&P 500 ETF) and immediately buying IVV (iShares S&P 500 ETF) is a common strategy. They track the same index but are considered different securities. Same exposure, realized loss.

Smart Tax-Loss Harvesting Strategies

Direct Swap Strategy

Sell the losing position and immediately buy a similar (but not identical) investment. Example: Sell VTI, buy ITOT. Maintains market exposure while realizing the loss.

Rebalancing Opportunity

Use losses as a chance to rebalance. Harvest losses in growth stocks, buy value stocks to adjust your allocation. Kill two birds with one stone.

Don't: Wait Until Year-End

Monitor throughout the year and harvest when opportunities arise, especially during market downturns. Waiting until December limits your options.

Don't: Let Taxes Drive Everything

Never sell a great long-term investment just for a small tax benefit. Investment fundamentals should come first. Tax optimization is secondary.

Rules by Country

United States Tax Rules

  • Offset rule: Losses offset gains dollar-for-dollar
  • Ordinary income: Excess losses deduct up to $3,000/year ($1,500 if married filing separately)
  • Carryforward: Unused losses carry forward indefinitely
  • Wash sale window: 30 days before and after (61-day total)
  • Short vs long-term: Different rates apply (short-term taxed as ordinary income)

United Kingdom Tax Rules

  • CGT allowance: £3,000 for 2025/26 (reduced from £6,000)
  • Offset rule: Losses offset gains in the same tax year
  • Carryforward: Excess losses carry forward indefinitely
  • Bed and breakfasting: 30-day rule applies (similar to US wash sale)
  • ISA accounts: Gains are tax-free—no need for harvesting in ISAs!

With the reduced CGT allowance, tax-loss harvesting is particularly valuable for UK investors. Learn more in our UK ISA guide.

Canada Tax Rules

  • Inclusion rate: 50% of capital gains are taxable
  • Offset rule: Losses offset gains; can carry back 3 years or forward indefinitely
  • Superficial loss: 30-day window (similar to US wash sale)
  • Applies to: You, your spouse, and controlled corporations
  • TFSA/RRSP: Gains are sheltered—no harvesting needed in registered accounts

Frequently Asked Questions

Can I harvest losses in my retirement account?
No. Retirement accounts like IRAs, 401(k)s (US), ISAs (UK), and TFSAs/RRSPs (Canada) are tax-advantaged. Gains and losses don't affect your current taxes, so there's nothing to "harvest." Focus tax-loss harvesting on taxable brokerage accounts only.
What's the difference between short-term and long-term losses?
In the US, losses are categorized by holding period. Short-term losses (held ≤1 year) first offset short-term gains, and long-term losses first offset long-term gains. Then any excess offsets the other category. Since short-term gains are taxed higher, short-term losses are more valuable.
Do ETFs tracking the same index trigger wash sales?
This is a grey area. The IRS hasn't provided clear guidance. Most tax professionals consider ETFs from different providers (e.g., VOO vs IVV) as not substantially identical, even if they track the same index. However, be cautious with very similar products.
Can I carry forward losses indefinitely?
In the US and UK, yes—capital losses carry forward indefinitely until used. In Canada, losses can carry back 3 years or forward indefinitely. This makes tax-loss harvesting valuable even in years when you don't have gains to offset.
Should I harvest losses on crypto?
In the US, as of 2026, crypto is subject to wash sale rules similar to securities. Previously it was a grey area. Always check current regulations as crypto tax rules are evolving. In the UK, crypto is subject to CGT, and the 30-day rule applies.

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