How your donors can make their largest gift ever — and still get paid
The Problem It Solves
Consider a donor who purchased real estate 30 years ago for $200,000. Today, that property is worth $1.2 million. If they sell it outright, they face a capital gains tax bill of $200,000 or more — money that simply evaporates.
Alternatively, if they donate the property directly to your organization, you must sell it and manage the proceeds. The donor loses the income the property was generating, and the transaction is complex.
A Charitable Remainder Trust solves both problems elegantly.
How It Works
1. The donor transfers the asset (real estate, stock, business interest) into an irrevocable trust
2. The trust sells the asset — with no immediate capital gains tax
3. The full proceeds are reinvested, generating a significantly larger income base
4. The donor receives income from the trust for life (or a specified term)
5. At the end of the trust term, the remaining assets pass to your organization
The donor receives:
- ▪An immediate charitable deduction (typically 20–50% of the asset value)
- ▪Elimination of capital gains on the sale
- ▪A lifetime income stream from the full, untaxed proceeds
- ▪The satisfaction of making a transformational gift to your mission
Your organization receives:
- ▪A legally committed future gift — often the largest single gift the donor will ever make
- ▪A deepened relationship with the donor over the life of the trust
- ▪Predictable future revenue that can be planned against
A Real-World Example
A museum patron owns $800,000 in appreciated stock with a cost basis of $100,000. If she sells the stock outright, she pays approximately $105,000 in capital gains tax, leaving $695,000.
Through a Charitable Remainder Trust:
- ▪She transfers the full $800,000 into the trust
- ▪The trust sells the stock tax-free
- ▪The full $800,000 is reinvested at a 5% payout rate
- ▪She receives $40,000 per year for life
- ▪She receives a charitable deduction of approximately $280,000
- ▪At her death, the remaining trust assets — potentially $600,000 or more — pass to the museum
The museum receives a gift that is nearly double what it would have received from a direct cash donation of equivalent after-tax value.
The Conversation to Have
This is not a conversation your development officer needs to lead. It requires a qualified estate planning attorney or financial advisor. Your role is to:
1. Identify donors who hold highly appreciated assets
2. Introduce the concept in an educational, non-pressured context
3. Connect them with qualified advisors who can structure the trust
4. Steward the relationship over the life of the trust
In our program, we provide the educational framework, the advisor network, and the stewardship support to make this process seamless for your team.
The next post in this series will address the most common objection we hear from donors: "I already have a financial advisor — why do I need this?"
Schedule a confidential strategy session and we’ll assess your donor base, identify the specific opportunity, and show you exactly what the path forward looks like.
Schedule a Strategy Call