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Donating privately held S-Corp stock to charity

How contributing private S-Corp stock to charity can maximize your gift by minimizing taxes

Do you own S-Corp stock in a privately held business that may be sold? Or are you planning to take part in a stock buy-back or corporate redemption program? In any case, consider donating a portion of your S-Corp stock directly to charity, and potentially increase your tax efficiency and the size of your gift.

Graph representing the potential for tax-free growth

Potentially eliminate capital gains taxes and the Medicare surtax, which combined could be up to 23.8%.

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Take an immediate income tax deduction in the amount of the full fair-market value,* if you itemize your deductions.

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Maximize support to your favorite charities.

*For contributions of complex or non-publicly traded assets, generally fair market value is determined by a qualified appraiser, in compliance with the IRS.

Potential tax benefits of donating privately held S-Corp stock

When you donate business interests directly to charity, the receiving organization gains full proceeds from the sale, and you potentially eliminate capital gains exposure. This win-win could mean more money for the causes you care about8. Consider this potential savings example: 

 S-Corp shares owned with zero cost basis valued at $20,000,0001

Federal long-term capital gains rate: 23.8%2

Effective UBIT: 10%3

Value of shares donated: $2,000,0004

Long-term capital gains tax paid

Selling your shares and donating the proceeds

-$476,000

Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

$0

Effective UBIT paid

Selling your shares and donating the proceeds
Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

-$200,000

Values discount

Selling your shares and donating the proceeds
Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

8%
(due to minority and lack of control)5

Charitable contribution/charitable deduction

Selling your shares and donating the proceeds

$1,524,000

Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

$1,840,0006

Amount available for granting

Selling your shares and donating the proceeds

$1,524,000

Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

$1,800,0007

Selling your shares and donating the proceeds
Before the company is sold, you donate a portion of shares directly to Fidelity Charitable, and Fidelity Charitable sells the shares.

Additional amount dedicated to charity

+$276,000

1Total Cost Basis of Shares is generally the amount of money you have invested in the shares of a particular fund or individual security. It represents the basic dollar amount that, when compared to the price at which you sell your shares, tells you how much of a capital gain or loss you have realized.

2This assumes all realized gains are subject to the maximum federal long-term capital gains tax rate of 20% and the Medicare surtax of 3.8%. This does not take into account state or local taxes, if any.

3The effective unrelated business income tax (UBIT) rate for Fidelity Charitable in this instance is 10%.

4Fair market value of the stock as determined by a qualified appraisal, held for more than one year.

5The discount rate is an estimate reflective of applied discount rates generally seen in the valuations of privately held companies. This assumes a rough range of 5%–10% discount for a minority interest and lack of control. Please note that applied discounts could be higher or lower depending on the nature of the interest and the company itself.

6Please note this number refers to the amount of charitable deductions available based on the 8% valuation discount.

7This assumes there is a stock sale and no ordinary income attributed to the sale with a zero-cost basis. This is the amount available for granting purposes after payment of CGF’s unrelated business income tax.

8(As a shareholder, Fidelity Charitable will generally be subject to unrelated business income tax (UBIT) on any income it derives during its period of ownership and on its gain from the sale. Fidelity Charitable pays these taxes with the proceeds of the sale.)

Use this calculator when considering donating your privately held S-Corp stock, or consult a professional advisor. 

CASE STUDY

John was looking to sell an S-Corp that was founded years earlier.

Man opening a Giving Account on his laptop

One or more private equity firms had expressed interest in buying the S-Corp; however, the deal was not complete, and terms were still being negotiated. Because John was thinking of making a donation to support a new domestic violence shelter and also would face a large capital gains tax on the sale of the S-Corp, his advisor suggested contributing some of his interest in the S-Corp to charity before selling the corporation.

John chose to establish a Giving Account at Fidelity Charitable, an independent public charity. Fidelity Charitable conducted due diligence on the proposed contribution and the exit strategy and decided to accept the S-Corp shares. John’s tax deduction was determined by the appraised fair market value (FMV) of the property on the date of the contribution.

John’s Giving Account was funded with the proceeds of the sale, less the UBIT and other costs incurred by Fidelity Charitable in accepting and liquidating the contributed shares.

By using a Giving Account, John’s capital gains taxes were eliminated on the contributed shares. He was eligible to take a tax deduction, based on a qualified appraisal and, according to IRS regulations, of up to 30% of his adjusted gross income (AGI). (If the tax-deductible value of the contribution was greater than 30% of his AGI, he may have been able to “carry forward” the remaining deduction for up to five years.)

John was able to recommend a larger grant from his Giving Account to the domestic violence shelter because he made a direct donation of S-corp shares to Fidelity Charitable. And John’s Giving Account has the potential to grow more over time in Fidelity Charitable investment programs, thereby allowing him to provide future support.

Added benefits of a Giving Account

  • Support one or many charities immediately or over time 
  • Potentially eliminate capital gains tax exposure 
  • Streamline recordkeeping of your donations 
  • Consolidate many tax receipts into one

Ready to get started?

Start making a difference today by opening a Giving Account—no minimum required.

Frequently asked questions

Will Fidelity Charitable take majority stake in an S-Corp? 

Fidelity Charitable will generally look to limit its ownership to a minority interest in an S-Corp.

When is a good time to consider contributing my S-Corp stock? 

Timing is essential to donating private business interests. Fidelity Charitable encourages donors to engage in a conversation with our Fidelity Charitable planning experts and the donor’s own tax and legal advisors as soon as they start exploring a business sale, or learn of a possible liquidity event. It is never too early to have the conversation, but it may be too late. (It is important to start the conversation before a business sale progresses too far).

Will I be able to deduct the full value of the asset that Fidelity Charitable receives?

Not necessarily. The IRS requires that donors receive an appraisal to determine the fair market value of the asset on the day it was received by the charity. There will likely be some discounts for lack of marketability and control.

Will the contribution trigger any tax liability for the charity?

As a shareholder, Fidelity Charitable may be subject to unrelated business income tax (UBIT) on any income it derives during its period of ownership and on its gain from the sale. As discussed more fully in the Complex Asset Contribution Form, UBIT Questionnaire and Fidelity Charitable Program Guidelines, any/all UBIT will be deducted from the applicable Giving Account.

What other types of assets can I donate? 

Fidelity Charitable accepts a wide range of financial assets, from cash and checks to stocks and even non-publicly traded assets. See what you can donate.

Information provided is general and educational in nature. It is not intended to be, and should not be construed as, legal or tax advice. Fidelity Charitable does not provide legal or tax advice.