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Charitable Planning Strategy

Donor-Advised Fund (DAF)

A charitable account that eliminates capital gains tax when you donate appreciated assets, provides an immediate full fair-value deduction, and lets you distribute money to any charity on your own timeline — the simplest and most flexible charitable tool available.

Section 01    What It Is
Explained in plain English — no tax jargon
The Problem This Solves — The Tax Cost of Charitable Giving

Most people give to charity by writing a check. They earn income, pay taxes on it, and then donate the after-tax dollars. If you want to donate $50,000 to your alma mater, you need to earn approximately $79,000 first (assuming a 37% marginal rate) — and you get a deduction only for the $50,000 you donate.

If you have appreciated assets — stock, real estate, cryptocurrency — you can do dramatically better. By donating the appreciated asset directly instead of selling it and donating cash, you avoid the capital gains tax entirely and deduct the full fair market value. You give more, pay less tax, and the charity receives the same amount.

A Donor-Advised Fund is the simplest vehicle for doing this. You open an account with a sponsoring organization (like Fidelity Charitable, Vanguard Charitable, or Schwab Charitable), contribute appreciated assets, receive the tax benefits immediately, and then recommend grants to any qualified charity — this month, next year, or over the next 20 years.

How It Works — Step by Step

Step 1: You contribute appreciated assets to the DAF account. Securities are transferred in kind — not sold first, then donated. Cryptocurrency is donated directly. Real estate can be contributed with additional steps. The asset goes directly into the DAF without being sold.

Step 2: The DAF sells the asset tax-free. The sponsoring organization sells the donated asset. No capital gains tax is recognized — the DAF is a tax-exempt charitable organization. The full proceeds stay in the account.

Step 3: You receive the tax deduction immediately. In the year you contribute to the DAF, you receive a charitable income tax deduction equal to the full fair market value of what you donated. This deduction is available the same year — even if you have not yet decided which charities you want to support.

Step 4: Recommend grants at any time. Whenever you are ready, you recommend grants from your DAF account to any IRS-qualified public charity — your university, your hospital, your church, a community foundation, or any other qualifying organization. The sponsoring organization processes the grant. There is no deadline by which you must distribute the funds — accounts can remain active for decades.

Why the DAF Beats Writing a Check

Consider two scenarios: you want to donate $500,000 to charity. You have Bitcoin that cost you $10,000 and is now worth $500,000.

Scenario A — Sell and donate cash: You sell the Bitcoin, triggering approximately $117,000 in capital gains tax on the $490,000 gain. You donate $500,000 to charity. After tax, you are out $617,000 (the donation plus the tax). You get a $500,000 charitable deduction.

Scenario B — Donate Bitcoin to DAF: You donate the Bitcoin directly to the DAF. Zero capital gains tax — the DAF sells it tax-free. You donate the full $500,000 value and get a $500,000 charitable deduction. You are out $500,000 (the donation only — the $117,000 of capital gains tax was never triggered). The charity still receives $500,000.

The DAF approach saves you $117,000 of capital gains tax — simply by changing the form of the donation.

Real Transaction Example — Bitcoin Donation
The situation: Jennifer holds $500,000 in Bitcoin purchased for $10,000 several years ago. She has charitable goals and always planned to support her local hospital and her children's school. She opens a DAF at Fidelity Charitable and contributes the Bitcoin directly.
$0
Capital gains tax on $490K of Bitcoin gain — completely avoided by donating to DAF vs. selling
$500K
Full fair market value charitable deduction in the year of contribution
$117,000
Federal tax avoided vs. selling and donating cash (23.8% × $490K gain)
$185,000
Approximate federal tax reduction from the $500K charitable deduction at 37%
Jennifer's total tax benefit in the year of donation: $117,000 of capital gains tax avoided plus $185,000 from the charitable deduction = $302,000 of federal tax impact. She now has $500,000 in her DAF account growing tax-free, which she distributes to her chosen charities over the next several years at her own pace.
Section 02    Tax Benefits & Consequences
What the DAF does — and does not do — for your taxes
Tax Benefits
  • Zero capital gains tax on donated appreciated assets — the DAF sells them tax-free as a charitable organization. Every dollar of appreciation that would have been taxed is preserved inside the account for charitable giving.
  • Immediate full fair market value deduction in the year of donation — even if you haven't decided which charities to support yet. The deduction is locked in when the contribution is made, not when the grants go out.
  • Account grows tax-free while you decide — dividends and investment gains inside the DAF are not taxable. The account can be invested to grow while you consider grants.
  • "Bunching" strategy: contribute multiple years of intended charitable giving to the DAF in one high-income year to maximize the deduction value, then recommend grants over time. This allows itemizing in one year while taking the standard deduction in others.
  • Any qualified public charity can receive grants — not limited to a specific organization at the time of contribution.
Tax Consequences & Things to Know
  • Contribution is irrevocable — once assets go into the DAF, they belong to the charitable organization. You have advisory privileges only — you cannot get the money back.
  • Deduction is limited to 30% of AGI for appreciated property contributions — if the deduction exceeds 30% of your AGI, the excess carries forward for 5 years. In very high-income years this is usually not a concern; in lower income years it can limit the immediate benefit.
  • Non-cash contributions over $5,000 require a qualified independent appraisal — for real estate, closely held business interests, or other non-publicly-traded assets. Publicly traded securities do not require an appraisal — just the price documentation.
  • Minimum grant amounts apply — most sponsors require minimum grants of $50 to $250 per grant recommendation. This is a minor administrative consideration, not a meaningful restriction.
  • You must itemize deductions to claim the charitable deduction — if you take the standard deduction, no tax benefit from the contribution.
Section 03    Steps to Set Up
What happens, in what order, and who does each part
01

Select a DAF sponsor

We advise on which sponsoring organization makes sense for your situation. Fidelity Charitable (no minimum contribution), Vanguard Charitable ($25,000 minimum), Schwab Charitable ($5,000 minimum), and community foundations all have slightly different investment options, minimum grant sizes, and grant processes. For most clients, Fidelity Charitable is the simplest starting point. Community foundations are preferred if you want local grant expertise and a more personal relationship with the granting process.

Shurek advises — you choose and open the account directly (15 minutes online)
02

Identify the optimal assets to donate

Not all appreciated assets are equally efficient to donate. We identify which holdings in your portfolio have the highest gain-to-value ratio — these produce the greatest tax benefit when donated. We also consider whether the assets are publicly traded (simplest — transferred directly with no appraisal needed) or non-publicly-traded (requires a qualified appraisal). The timing of the contribution relative to your income in the year affects how much of the deduction you can use currently.

Shurek
03

Transfer the assets to the DAF — in kind

Securities are transferred directly from your brokerage account to the DAF's brokerage account — not sold first, then transferred. This in-kind transfer is what prevents capital gains recognition. Your broker initiates a DTC transfer. The DAF sponsor confirms receipt. For cryptocurrency, most major DAF sponsors now accept Bitcoin and Ethereum directly — the process is similar but uses crypto wallet transfers rather than securities transfers.

Shurek coordinates the transfer — your broker executes it
04

Get an appraisal if required

For non-publicly-traded assets over $5,000 — real estate, LLC interests, closely held business shares, art, collectibles — a qualified independent appraisal is required before the contribution. The appraisal must meet specific IRS standards: conducted no more than 60 days before the contribution and no later than the due date of your tax return. We identify appraisers and review their work to confirm it meets IRS requirements before it is submitted.

Independent appraiser — Shurek reviews for IRS compliance
05

Claim the deduction on your tax return

We prepare Form 8283 documenting the non-cash contribution and attach it to your Schedule A with the deduction. The supporting appraisal (if required) is attached. If the deduction exceeds 30% of your AGI, we calculate the carryforward and track it on subsequent returns until it is fully utilized — up to 5 years.

Shurek — filed with your Form 1040
06

Recommend grants at your pace

Through the sponsor's online portal, you recommend grants to any qualified public charity. The sponsor verifies the charity's status and processes the grant — typically within a few business days. You receive a confirmation. There is no deadline by which grants must be made — the account can remain active indefinitely, and successor advisors can be named to continue the account after your death.

You directly — no tax filing required for grant recommendations
Section 04    Required Tax Filings
Every form required — with deadlines and why each matters
FormNameWhen DueWhat It Does and Why It Matters
8283Noncash Charitable ContributionsFiled with Form 1040 in year of contributionRequired for all non-cash contributions over $500. For contributions over $5,000 (virtually all DAF contributions involving appreciated property), a qualified appraisal must be attached. This form documents the description of the contributed property, the date of contribution, the fair market value, and the basis. It is the primary support document if the IRS examines the charitable deduction.
Schedule AItemized DeductionsFiled with Form 1040 in year of contributionThe charitable deduction from the DAF contribution appears on Schedule A as an itemized deduction. You must itemize to claim the deduction — if your total itemized deductions are less than the standard deduction ($29,200 for married filing jointly in 2026), the DAF contribution produces no immediate tax benefit. This is why "bunching" — making several years of contributions in a single high-income year — is a common strategy.
Carryforward trackingExcess Charitable Contribution CarryforwardTracked on each subsequent Form 1040 for up to 5 yearsIf the charitable deduction exceeds 30% of your adjusted gross income in the year of contribution, the excess carries forward and can be claimed in each of the next 5 years. We track this carryforward on every subsequent return until it is fully utilized or expires.
No ongoing filingsAfter the initial contributionN/AOnce the DAF is established and the initial deduction is claimed, there are no ongoing tax filings required from you. The sponsoring organization handles all investment and grant reporting internally. No annual trust return, no K-1 to beneficiaries, no Form 5227 — the DAF's simplicity is one of its greatest advantages.
Section 05    Annual Activities
What happens each year after the DAF is established
Any Time
Recommend grants to qualified charities directly through the sponsor's online portal. No tax filing required. Grants are processed within a few business days. You receive a confirmation for your records.
High-Income Years
Consider additional contributions to the DAF in years when your income is elevated — a business sale, a large bonus, a 1099 year — to maximize the deduction value when it benefits you most, even if you haven't decided where to direct all the grants yet.
Annually
We review your portfolio for additional appreciated positions that could be donated to the DAF in the current year. Year-round monitoring identifies the best candidates before year-end planning discussions.
Annually (if carryforward)
If your initial contribution generated a carryforward, we claim the allowable carryforward amount on each subsequent return and track the remaining balance until it is fully used.
Multi-Year
DAF accounts can be maintained indefinitely. Successor advisors can be named so the account continues after your death. Some families use DAFs as the centerpiece of a multigenerational giving strategy, with children and grandchildren named as successor advisors.
Section 06    Who Does What
Shurek's role and yours — no attorney required for most DAF contributions
What Shurek Handles

Identifying the optimal assets to donate and timing the contribution for maximum deduction benefit. Coordinating the in-kind transfer with your broker. Coordinating the appraisal process for non-publicly-traded assets. Preparing Form 8283 and the Schedule A deduction documentation. Tracking any carryforward amounts on subsequent returns.

What You Do

Open the DAF account online (15 minutes — you can do this today). Authorize the in-kind transfer of assets. Recommend grants to your chosen charities through the online portal whenever you are ready. There is no pressure or deadline for grant recommendations — the deduction is already claimed.

The DAF is deliberately the simplest charitable strategy on our list. No attorney, no trust, no annual return, no trustee relationship. You open an account, we handle the tax side, and you direct your giving at your own pace.

Section 07    Planning & Filing Calendar
DAF Annual Planning & Filing Calendar

The DAF is the simplest of all charitable strategies — once the initial contribution is made and documented, there are no mandatory annual filings. The calendar focuses on optimizing when you contribute and grant.

Hard deadline — action required
Important milestone or trigger
Ongoing activity or review
Life event or generational milestone
Any Time

Open the DAF Account — Takes 15 Minutes Online

No specific timing requirement. The account can be opened at any point. We recommend opening it before you identify specific assets to donate — so the account is ready when an appreciated position presents itself as a donation opportunity.

High-Income Years

Strategic Contribution Timing

The deduction is most valuable when your income is highest. A business sale year, a large bonus year, a year with significant capital gains from other sources — these are the years to maximize DAF contributions. We identify optimal contribution years during annual tax planning conversations in Q3.

Before Dec 31

Contribution Must Be Completed to Count This Year

For the charitable deduction to apply to the current tax year, the contribution must be completed — assets transferred and received by the DAF — by December 31. For publicly traded securities, allow 5 to 7 business days for the transfer to settle. For cryptocurrency, allow 2 to 3 business days. We flag this timing in Q4 planning.

Apr 15

Form 8283 and Schedule A Filed with Form 1040

Form 8283 documenting the non-cash contribution is filed with your return for the year of the contribution. The Schedule A charitable deduction is claimed here. If the deduction exceeds 30% of AGI, we calculate and track the carryforward for use in subsequent years.

Any Time

Recommend Grants — No Tax Filing Required

Grant recommendations can be made at any time through the DAF sponsor's online portal. No tax filing is required when grants go out — only the initial contribution triggers a tax event. You have complete flexibility to support charities this year, next year, or over decades.

Annually

Portfolio Review for Additional Contribution Opportunities

We review your investment portfolio each year for appreciated positions that would be efficient to donate — high gain-to-value ratio holdings where the capital gains tax avoided by donating is largest. Year-round monitoring means we identify candidates in time for strategic timing.

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