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Tax Planning Charitable Giving 13 min read Updated

Donating Restricted
or Pre-IPO Stock

Gifts of private or restricted shares can be the most valuable gifts a founder makes, or a costly mistake. Timing, appraisals and recipients decide which.

Embark Funds

Embark Funds Research

Investor Education Series · October 2026

Quick answer

Can you donate pre-IPO or restricted stock to charity?

Yes. Long-term private or restricted stock given to a public charity or DAF is deductible at appraised fair market value, and you avoid the capital gain. You must give before a sale is effectively certain, get a qualified appraisal above $5,000, and expect only a basis deduction if the stock goes to a private foundation.

Key takeaways

  • 01Give before a sale is practically certain, or the IRS can tax the gain to you anyway.
  • 02Private stock over $5,000 needs a qualified appraisal and Form 8283 Section B.
  • 03Gifts to a private foundation are usually limited to your cost basis.
  • 04Unvested RSUs and options generally cannot be given for a market-value deduction.
At a glance
DeductionAppraised fair market value (public charity or DAF)
AppraisalQualified appraisal above $5,000
FormForm 8283 Section B
Private foundationGenerally basis only for non-listed stock
Timing riskAssignment of income once a deal is near-certain
Listed restricted stockRule 144 and company policy still apply
01

The Short Answer

Can you donate pre-IPO or restricted stock?

Yes. Long-term private or restricted stock given to a public charity or DAF is deductible at appraised fair market value, and you avoid the capital gain. But the gift must be made before a sale is effectively certain, you need a qualified appraisal over $5,000, and a private foundation generally only allows a basis deduction.

New to stock gifts? Start with Donate Appreciated Stock and Save a Fortune on Taxes.

02

Timing

Why does gift timing matter so much before a deal?

Under the assignment-of-income doctrine, if a sale is already practically certain when you give, the IRS treats you as having sold the shares and given cash. You owe the gain tax. Courts look at whether the deal was legally binding or near certain, not just signed. In Ferguson v. Commissioner (9th Cir. 1999) the gift came after a tender offer had effectively succeeded. In Hoensheid v. Commissioner (Tax Court 2023) a gift two days before closing was taxed to the donor, and the deduction was also denied for a defective appraisal.

Early

Safe zone

No term sheet or signed LOI. Give now.

LOI / talks

Grey zone

Risk rises as the deal firms up. Get counsel's sign-off.

Signed deal

Danger zone

Once the sale is near certain, a gift is likely an assignment of income.

After close

Too late

You sold. Give cash and pay the tax.

Chart

Capital gains tax on $2M of founder stock ($20K basis)

Gift too late: $1.98M gain x 23.8% = $471,240 taxed to you. Gift in time: $0. Source: IRC §1(h), §1411 / own calculation
03

Run Your Numbers

What is the right gift worth, and to whom?

Calculator

Private stock gift: timing and recipient

Long-term private shares; compares a DAF or public charity with a private foundation.

Gain tax avoided by giving in time

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Deduction value: DAF / public charity

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Deduction value: private foundation

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Illustrative only; not tax advice. Ignores the 30%/20% AGI limits, the 0.5% floor, appraisal discounts and state tax.

04

Appraisal

What paperwork do private-stock gifts need?

Qualified appraisal for gifts over $5,000

Non-publicly-traded stock over $5,000 needs a qualified appraisal by a qualified appraiser, dated no earlier than 60 days before the gift and received before your return is due.

Form 8283 Section B

Signed by the appraiser and acknowledged by the charity. Over $500,000, attach the appraisal to the return.

Written acknowledgment

Contemporaneous receipt from the charity for any gift of $250 or more.

Company consent

Check transfer restrictions, right of first refusal and board approval before you promise anything.

Appraisal Defects: Courts have denied entire deductions for appraisal flaws. Use a credentialed appraiser who follows the regulations, and expect discounts for lack of marketability.

Where Embark fits

Giving some founder shares? Price the ones you keep.

Once your shares are liquid, enter the ticker to see targeted income on the position.

  • A gift is gone for good; Embark keeps the upside yours
  • $0 tax at contribution through Section 721 mechanics
  • Targeted 10%+ annual income for accredited investors

Run the numbers

Live prices · takes under a minute · no obligation

05

Rule 144

What about restricted or control stock in public companies?

Restricted public stock (Rule 144) can be given. The charity generally tacks on your holding period, but it still needs the legend removed before it can sell, which usually means an opinion from issuer counsel. Insiders must also check trading windows and file Form 4 (gifts are reportable). Affiliates should confirm with counsel how volume limits apply to the charity. Many DAF sponsors have teams for this.

Issue Rule 144 public stock Pre-IPO private stock
Valuation Market price (high/low average) Qualified appraisal
Form 8283 Section A or B Section B over $5,000
Main risk Transfer delays past Dec 31 Assignment of income, appraisal
Best recipient Public charity / DAF DAF that accepts complex assets
06

Edge Cases

What about QSBS, options and RSUs?

Can Work

  • Long-term common or preferred shares
  • Vested shares from exercised ISOs or NSOs held over a year
  • Partial gifts of some lots

Watch Out

  • Unvested RSUs or unexercised options (generally cannot be given for a deduction)
  • QSBS whose gain would be excluded anyway: the charitable benefit may be smaller than selling
  • Shares held one year or less (basis-only deduction)

Founders weighing many paths should also read estate planning for concentrated stock and charitable lead vs. remainder trusts. For deduction caps, see the 2026 charitable deduction limits; for DAF mechanics, see donor-advised funds for appreciated stock.

07

Keeping the Rest

What about the shares you are not giving away?

Founders rarely want to give away their whole stake. For the portion of a concentrated position you want to keep, Embark contributes the stock into an SPV as an in-kind partnership contribution under Section 721 mechanics, with $0 tax at contribution. The SPV targets 10%+ annual income while you keep the upside. Embark is a different tool with a different job. It does not give anything to charity and earns no deduction. Accredited investors only; income is targeted, not guaranteed, and contributed shares have a 3-year lock-up.

Many families pair the two: give the lowest-basis lots to a charity or DAF, and put the core holding to work. See the Embark 721 strategy and the Charitable Remainder Trust vs. Embark comparison.

08

FAQ

Frequently asked questions

Can I donate shares of a private company?
Yes, if the charity accepts them and the company allows the transfer. You need a qualified appraisal above $5,000.

When is it too late to donate stock before an acquisition?
Once the sale is practically certain, usually around a binding agreement. Give early and get legal advice.

Why does a private foundation give a smaller deduction?
Under §170(e), gifts of non-publicly-traded stock to private foundations are generally limited to cost basis.

Can I donate unvested RSUs?
Generally no. Wait until they vest, then hold more than a year for an FMV deduction.

Do I need an appraisal for publicly traded stock?
No. Publicly traded securities are valued at market and are exempt from the qualified appraisal requirement.

Who can be a qualified appraiser?
Someone with recognised credentials who regularly values this kind of property and is not the donor, the charity or a related party. The appraisal is dated no earlier than 60 days before the gift.

Does the company have to approve the transfer?
Usually. Transfer restrictions, rights of first refusal and lock-ups often require company consent, so start weeks before you need the deduction.

What if the charity sells the shares soon after?
If it sells within three years and the gift was over $5,000, it files Form 8282. That does not by itself change your deduction for stock.

09

Sources

Primary sources

Cite this article

Embark Funds Research. “Donating Restricted or Pre-IPO Stock.” Embark Funds, updated October 15, 2026. https://www.embarkfunds.com/insights/donating-restricted-or-private-stock

Not tax, legal or securities advice: This article is educational. Charitable, securities and tax rules depend on your facts and your company's policies. Work with a CPA, an estate attorney and, for insiders, securities counsel before acting. Embark income figures are targets, not guarantees, and contributed shares have a 3-year lock-up.

Founder Shares? Give Some, Earn on the Rest.

Earn Income on Your Concentrated Position, Not Just a Deduction

Donating stock removes shares from your life for good. For the position you intend to keep, Embark contributes it in-kind into an SPV ($0 tax at contribution, Section 721 mechanics) and targets 10%+ annual income. Accredited investors only.