Can Generosity Be Fun?

I woke up this morning wondering — can generosity actually be a form of fun?

About this time each month I ask myself: what should I add to my journal? A life rooted in faith seems to find its strength in questions and its peace in answers — and sure enough, I woke up this morning to my answer. Here we go!

Part of our personal financial program includes a Donor Advised Fund (DAF), in our case hosted by Fidelity Investments. My first look at email this morning, there sat a report from Fidelity on their fund. You can read the full 2026 Giving Report here.


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What Is a Donor Advised Fund (DAF)?

A DAF is a personal investment fund that allows you to deposit funds at the optimal time for a tax deduction — and from within that account, you can donate to charitable organizations at a time you choose.

DAFs have been around since the 1930s, but in the mid-1990s Vanguard, Fidelity, and Schwab launched programs available to their brokerage account clients. In 2006, revisions to IRS rules provided greater detail and better defined how a DAF works.

Today there are almost 2 million individual DAF accounts, and the average balance is over $200,000.

If you clicked on the Fidelity report above, you'll see the magnitude of this tool for generosity.


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What You Need to Know

  • You receive the tax deduction when funds are moved into your DAF. 

    This is a great tool to optimize year-end tax strategies — before or without choosing what charitable organization will receive the funds. And appreciating investments can continue to grow while in the DAF, so you can give more!

  • Simplified record-keeping. 

    Even though your tax deduction occurs at the time you contribute to your DAF account, multiple charitable gifts from the account will be wrapped up in one simple statement.

  • It's a one-way program.

    Once you transfer investments into a DAF, all you can do is donate them from there to a charitable organization.

  • No double-dipping. 

    Since the funds you transfer are reported as charitable giving when you add them to your fund, you cannot claim the gift again on your tax filing — even though an organization may send you a donation receipt.

  • Low minimums.

    Minimum DAF contribution amounts vary by organization, and most have no minimum at all.

  • Easy to add organizations. 

    If your preferred charity isn't listed within your DAF's directory, it's not difficult to set them up — provided they are a registered non-profit.


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Getting Started

  • Contact your investment adviser to set up a DAF account.

  • Agree with your advisor on a funding level and/or specific contribution amounts.

  • Use the online search tools within the DAF to set up contributions to a charity of your choice.


Good Times to Use Your DAF

  • When an additional deduction will move you to a lower tax bracket.

  • When a significant taxable event occurs and you plan to donate a portion of those proceeds in the future.

  • The year before you plan to retire — assuming your tax bracket will be going down!

  • When a charitable cause has not yet been fully organized — the DAF holds the funds until they can be properly given.

  • When you want to turn the tax consequence of highly appreciated stocks into a significant tax deduction.


I know — that's a lot of bullet points. This one reads more like a PowerPoint than a journal entry!

But having used a DAF for more than five years, I can't encourage its use enough.

Several years ago, in November, our financial advisor asked if we had some thoughts about year-end generosity. I said no. The next morning I had five groups that Deborah and I agreed could use a gift. So I called our advisor, gave him a dollar amount to move into the DAF. Ten minutes later he called back laughing — there was a specific stock we had purchased 13 months earlier, and it had grown by a factor of five to be exactly the amount I had requested he move into the DAF.

So cool. And so fun.

Just now, it reminds me of one of my favorite quotes by G.K. Chesterton:

"And the more I considered Christianity, the more I found that while it had established a rule and order, the chief aim of that order was to give room for good things to run wild."

Let's be generous — and run wild!


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An Uncomfortable Truth About Giving