You've held Apple stock since 2005. Your original investment of $30,000 is now worth $600,000. You'd love to diversify into income-producing assets — but selling means a $570,000 capital gain and potentially $130,000+ in federal capital gains tax. You're stuck in a concentrated, non-income-producing position because the tax cost of rebalancing is prohibitive.
A Charitable Remainder Trust can solve this problem. You contribute the stock to the trust. The trust sells it without capital gains tax. The proceeds are reinvested in income-producing assets. You receive income for life. And at death, the trust's remaining assets go to the charity of your choice.
This guide explains exactly how CRTs work, who they're best suited for, and how to set one up.
CRT distributions are taxed under a "four-tier" system prioritizing higher-taxed income types:
This means the capital gains from selling appreciated assets are distributed to you over time as you receive CRT payments — not all at once. You've deferred and spread the gain recognition, even if you haven't eliminated it entirely.
A CRAT pays a fixed dollar amount annually, set at the trust's creation as a percentage of the initial contribution (minimum 5%). The payment never changes, providing predictable income. Disadvantages: no additional contributions allowed, and if the trust earns less than the annuity rate, corpus is invaded (trust could be depleted).
Best for: Older beneficiaries who prioritize income predictability; situations where assets are unlikely to grow significantly.
A CRUT pays a fixed percentage of the trust's annual fair market value (minimum 5%). As the trust grows, payments increase; if the trust declines, payments decrease. Additional contributions are allowed. Variations include:
Best for: Most modern CRT planning; situations involving real estate (Flip CRUT); retirement income planning (NIMCRUT).
The deduction equals the present value of the charity's remainder interest, calculated using IRS actuarial tables and the Section 7520 rate (an IRS-mandated interest rate). For a 60-year-old contributing to a lifetime CRUT with a 6% payout and a 5% Section 7520 rate, the charitable deduction is typically 30–35% of the contributed assets' value.
The deduction is limited to 30% of Adjusted Gross Income (AGI) for appreciated property (publicly traded securities) and 20% for closely held business interests. Excess deduction carries forward for 5 years.
This is usually the biggest benefit. The trust — not you — sells the appreciated assets. As a tax-exempt entity, the trust pays no capital gains tax on the sale. For someone with a $600,000 position with a $30,000 basis (avoiding $570,000 in gains), the capital gains tax avoided might be $85,000–$130,000 at current rates.
Assets in the CRT are removed from your estate at death. The trust value is not included in your taxable estate. For large estates above the exemption threshold, this reduces estate tax at 40%.
After selling the concentrated position tax-free, the trust can reinvest in a diversified portfolio. You're no longer subject to the risk of your entire position in one company or asset type.
Patricia, a retired Amazon executive at 58, had 5,000 shares of Amazon stock with a total cost basis of $15,000, now worth $800,000. She wanted income from this wealth but was paralyzed by the tax cost of selling.
Without CRT: Sell $800,000 of Amazon stock. Capital gain: $785,000. Federal long-term capital gains tax (20%) + net investment income tax (3.8%): approximately $186,000. Plus state tax. Net proceeds: ~$590,000 for reinvestment.
With CRT (20-year term CRUT, 6% payout):
Total benefit: ~$186,000 in capital gains tax avoided + ~$91,000 in income tax savings from deduction = $277,000 in direct tax benefits, plus substantially higher investment returns from the full $800,000 reinvested vs. ~$590,000 after-tax proceeds from a direct sale.
| Feature | CRT | Donor-Advised Fund |
|---|---|---|
| Income stream to you | ✓ Yes — for life or term of years | ✗ No |
| Immediate charitable deduction | ✓ Partial (present value of remainder) | ✓ Full value |
| Capital gains tax on contribution | ✗ None — trust sells tax-free | ✗ None |
| Complexity | High — requires trust, annual filings | Low — simple account |
| Cost to set up | $3,000–$10,000 (attorney fees) | Free–$500 |
| Revocability | Irrevocable | Advisory (not legally binding) |
| Minimum contribution | Usually $200,000+ | Often $5,000–$25,000 |
| Best for | Need income + charity + large appreciated assets | Simple giving + tax deduction |
Trust & Will helps you create a comprehensive estate plan that can include charitable giving strategies, trusts, and tax-efficient structures designed for your specific situation.
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