Selling $500K of Stock Through a CRAT Instead of Directly Avoids $80,000 in Capital Gains Tax

We ran a common scenario through the calculator: $500,000 of appreciated stock, originally purchased for $100,000, contributed to a charitable remainder annuity trust paying 5% annually for 20 years, at a 5.2% IRS §7520 discount rate. Because the trust is tax-exempt, selling the stock inside it avoids the $80,000 in capital gains tax a direct sale of the $400,000 gain would have triggered — money that stays invested and working rather than going to the IRS immediately. On top of that, the donor takes an immediate income-tax deduction of $193,661 (the present value of what the charity eventually receives), worth $67,781 in tax savings at a 35% marginal rate, while still collecting $25,000 a year for 20 years.

Three benefits from one structure

Benefit Amount
Capital gains tax avoided on the $400,000 gain $80,000
Annual income to the donor, for 20 years $25,000/year
Immediate charitable deduction (present value of remainder) $193,661
Tax savings from the deduction (35% bracket) $67,781

None of these numbers require the donor to give up anything they weren’t already planning to eventually give to charity — the trust just resequences when the tax benefits and income arrive relative to a simpler, direct approach.

The constraint that actually limits the structure

It’s tempting to think a higher payout rate is strictly better for the donor — more income now. But the IRS requires the present value of the remainder interest to be at least 10% of the initial funding value for the structure to qualify as a CRT at all. Push the payout rate too high relative to the term (say, 7.5% instead of 5% on the same 20-year term), and the remainder falls to about 8.1% — below the threshold, disqualifying the trust as configured. The real design question isn’t “how much income can I get,” it’s “what’s the highest payout rate that still clears the 10% floor for this specific term and discount rate.”

Where this framework breaks

  • You want lifetime payments, not a fixed term. A life-estate CRT uses IRS mortality tables based on age instead of a fixed number of years — a fundamentally different calculation this term-of-years model doesn’t cover.
  • The payout rate and term combination fails the 10% test. As shown above, some combinations simply don’t qualify — the fix is lowering the payout rate or shortening the term, not forcing the numbers.
  • Immediate liquidity matters more than an income stream. A CRT converts a lump sum into payments over time plus a deduction; it’s not a way to access a large amount of cash quickly.
  • The deduction exceeds the AGI limitation for the year. Appreciated-property gifts to a public charity are generally capped at 30% of AGI, with unused amounts carried forward up to 5 years — a large deduction relative to income may take multiple years to fully use.

What to actually do

  1. Check the current month’s IRS §7520 rate before running the numbers — it changes monthly and directly affects the income/remainder split.
  2. Confirm the payout rate and term combination clears the 10% remainder test before committing to a structure.
  3. Talk to a tax professional about whether the full deduction is usable in the funding year given your AGI, and the 5-year carryforward if not.
  4. Get an attorney to draft the trust and identify a trustee — this is an irrevocable structure with real administrative requirements.
  5. Compare against simpler alternatives (a QCD for IRA assets if 70½+, or a donor-advised fund) if the income-stream feature isn’t actually needed.

For a simpler charitable mechanism for IRA assets, see the QCD strategy’s IRMAA-saving side effect, and for the alternative to selling an appreciated asset at all, see hold vs sell and the step-up basis at death.

Open the Charitable Remainder Trust Calculator → and run your own asset value, payout rate, and term.

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