Charitable Advisor Match

Appreciated Stock Gift Calculator — 2026

See the exact dollar difference between gifting appreciated stock directly to a charity or DAF vs. selling first and donating cash. For long-term holdings, direct gifting almost always wins — often saving 1.2–1.4× the capital gains tax you'd otherwise pay.

Why gifting beats selling: When you gift long-term appreciated stock, you avoid capital gains tax entirely and deduct the full fair market value. When you sell first, you pay capital gains tax, then donate the smaller after-tax amount. The advantage compounds: at a 23.8% effective LT rate (20% + NIIT) and a 35% marginal deduction rate, gifting saves roughly $1.35 per dollar of gain vs. selling and donating cash.
Taxable income before this transaction — determines your capital gains rate and marginal deduction rate.

What each scenario models

The advantage of Scenario A = capital gains tax avoided + the additional deduction value from giving a larger amount × your marginal deduction rate. For most HNW donors with large long-term positions, this difference is material.

2026 tax values used

Short-term holdings: If you've held the stock one year or less, gifting still avoids capital gains tax — but your deduction is limited to your cost basis under IRC §170(e)(1)(A), not the full fair market value. For positions with large unrealized gains, waiting until the 12-month holding threshold before gifting is usually worth it. The calculator handles both scenarios correctly.

The AGI cap and 5-year carryover

The 30% AGI cap for long-term appreciated stock means large gifts relative to income can't be fully deducted in year one. The unused deduction carries forward at up to 30% of AGI per year for five additional years. This is often misunderstood as a cost — it isn't. The capital gains tax is avoided entirely in year one regardless. The deduction is simply spread over multiple years.

Cash donations carry a 60% AGI limit, giving more room in year one. But this doesn't outweigh the capital gains cost of Scenario B. The capital gains tax you pay is permanent — it doesn't carry forward.

Example: You gift $1,000,000 of long-term appreciated stock when your AGI is $700,000. You avoid ~$238,000 in capital gains tax (23.8% rate) immediately. You can deduct $210,000 (30% of AGI) in year one, then carry $790,000 forward across the next five years — capturing the full million-dollar deduction over time.

Get your stock gifting strategy modeled

A fee-only specialist advisor runs your actual numbers — basis, income, existing carryovers, estate plan, and DAF vs. direct gift tradeoffs. Free match, no obligation.

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Sources

  1. IRS Revenue Procedure 2025-32 — 2026 inflation adjustments including LTCG thresholds, ordinary income brackets, and standard deductions
  2. Fidelity Charitable — OBBBA impact on charitable deductions (0.5% floor, 35% cap for 37% bracket filers)
  3. IRS — Net Investment Income Tax Q&A (IRC §1411, 3.8% rate, $200K/$250K MAGI thresholds)
  4. IRS — Charitable Contribution Deductions (§170 AGI limits, 5-year carryover rules)

Tax values verified May 2026 against IRS Rev. Proc. 2025-32 and OBBBA guidance. This calculator provides directional estimates — your outcome depends on your complete tax picture including state taxes, AMT, and other deductions. Consult a fee-only tax advisor for advice specific to your situation.