Tax-Loss Harvesting & Wash-Sale Optimizer
Calculate tax alpha savings, short/long-term capital gains offsets, $3,000 ordinary income write-offs, and 30-year reinvestment compounding.
1. Capital Losses & Gains (Schedule D)
Current Tax Year2. Income & Tax Filing Status
Marginal Rates3. Reinvestment Compounding Horizon
8.0% S&P 500 CAGR$3,750.00
$6,000
@ 30.0% Fed+State$4,000
@ 21.0% LTCG+State$3,000
IRS § 1211(b) Max$2,000
Future Tax YearsAssuming 8.0% annual CAGR compounding without tax drag
Compounded Wealth Trajectory of Harvested Tax Savings
Reinvested in S&P 500 (8.0% CAGR)IRS 30-Day Wash-Sale Rule: Safe Proxy ETF Substitution Matrix
To claim the tax loss without triggering IRS § 1091 disallowance, swap into a non-"substantially identical" correlated asset to maintain market exposure.
| Sold Asset (Harvest Loss) | Underlying Index | Safe Replacement Proxy | Replacement Index | Wash-Sale Status |
|---|---|---|---|---|
| VOO / SPY / IVV | S&P 500 Index | VTI / SCHB / ITOT | Total US Stock Market (CRSP / Dow Jones) | 100% Safe (Different Index) |
| QQQ | Nasdaq-100 Index | VGT / XLK / IYW | MSCI US Tech / S&P Technology Select | 100% Safe (Sector Focus) |
| VXUS | FTSE Global All Cap ex US | IXUS / VEU | MSCI ACWI ex USA / FTSE All-World | 100% Safe (Different Index) |
| VNQ | MSCI US REIT Index | SCHH / XLRE | Dow Jones US Select REIT / Real Estate Select | 100% Safe (Different Index) |
| Individual Stock (e.g. NVDA) | Single Company Equity | SMH / SOXX / AMD | VanEck Semiconductor ETF / Competitor | 100% Safe (Basket / Competitor) |
Click "Run AI Tax Alpha Audit" to evaluate optimal year-end harvest timing, analyze your 3.8% Net Investment Income Tax (NIIT) exposure, and construct safe ETF proxy rotation pairs. processed entirely on your device.
Zero Data Access: Financial amounts and income parameters execute 100% locally on your device. Processed on-device
What This Calculator Does
Designed for investors navigating year-end portfolio optimization, this calculator helps you quantify the financial impact of selling securities at a loss to offset capital gains and ordinary income. By inputting your realized gains, unrealized losses, and income profile, the tool determines your immediate tax savings and potential loss carryforward.
It specifically highlights how the IRS ordinary income deduction limit applies to your scenario and models the long-term wealth effect of reinvesting those tax savings. Whether you are rebalancing a taxable brokerage account or exploring 401(k) Match strategies, this tool provides a clear, quantitative view of your net tax alpha.
How the Math Works
The underlying logic strictly follows the capital gains netting rules established in Internal Revenue Code (IRC) Section 1222 and Section 1211(b), as reported on IRS Form 1040, Schedule D. First, the calculator offsets short-term losses against short-term gains, and long-term losses against long-term gains. If a net loss remains in one category and a net gain in the other, they are netted against each other.
If you have an overall net capital loss for the 2026 tax year, the calculator applies up to $3,000 against your ordinary income, which directly reduces your top marginal federal and state tax liability. Any remaining loss beyond this $3,000 threshold is automatically tabulated as a capital loss carryforward for future tax years. For more details on these statutory mechanisms, consult IRS Publication 550.
Worked Example
Consider an investor who earns $185,000 annually (placing them in the 24% federal marginal bracket) and lives in a state with a 6% income tax. They have realized $6,000 in short-term gains and $4,000 in long-term gains. If they decide to harvest $15,000 in unrealized losses, the calculator performs the netting process.
The $15,000 loss entirely eliminates the $6,000 short-term gain (saving $1,800 in taxes at a 30% combined rate) and the $4,000 long-term gain (saving $840 at a 21% combined rate). The remaining $5,000 loss is then used to offset $3,000 of ordinary income (saving $900), leaving a $2,000 loss carryforward for next year. In total, this strategy yields $3,540 in immediate tax savings, which can be reinvested alongside HSA Wealth contributions to compound over time.
Frequently Asked Questions
How does Tax-Loss Harvesting (TLH) reduce my taxes?
Tax-loss harvesting involves selling investments at an unrealized loss to offset realized capital gains dollar-for-dollar on IRS Schedule D. If your losses exceed total capital gains, you can deduct up to $3,000 ($1,500 if married filing separately) against ordinary W-2 or business income, with any remaining balance carrying forward indefinitely to future tax years.
What is the IRS 30-Day Wash Sale Rule?
Under IRS Section 1091, a wash sale occurs if you sell a security at a loss and purchase a 'substantially identical' security within a 61-day window (30 days before the sale, the day of the sale, or 30 days after the sale). When triggered, the loss deduction is disallowed and added to the cost basis of the newly acquired security.
What are safe ETF proxy pairs for tax-loss harvesting without triggering a wash sale?
Investors frequently swap between ETFs tracking different underlying indices. For example, selling Vanguard S&P 500 (VOO, tracking S&P 500) and immediately purchasing Vanguard Total Stock Market (VTI, tracking CRSP US Total Market) or Schwab US Large-Cap (SCHX, tracking Dow Jones US Large-Cap) maintains market exposure while avoiding IRS wash sale disallowance.
What happens if a wash sale occurs in a Roth IRA?
Under IRS Revenue Ruling 2008-5, if you sell a stock at a loss in a taxable brokerage account and repurchase the same stock within 30 days in an IRA or Roth IRA, the tax loss is permanently eliminated and cannot be added to the IRA basis, resulting in a total loss of the tax deduction.
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Disclaimer: This tool is for educational and scenario-analysis purposes only. It does not constitute tax, legal, or investment advice. Always consult a licensed CPA or tax advisor for your specific situation. Figures reflect 2026 statutory limits and may change.
Built and verified by The Core-AI Engineering Desk — last reviewed August 31, 2026. Calibrated strictly to 2026 statutory figures.