Tax · 7 min read

Charitable Giving Tax Planning

Charitable giving is one of the few deductions taxpayers fully control. The trick is choosing what you give, when you give it, and which vehicle you give through.

Deduction rules to know

  • Only itemizers benefit from cash gifts — if you take the standard deduction, the write-off is zero
  • Cash gifts to public charities are generally deductible up to 60% of AGI
  • Appreciated long-term stock gifts are deductible at fair market value, up to 30% of AGI, with no capital gains tax
  • Non-cash gifts over $500 require Form 8283; over $5,000 generally need a qualified appraisal

Bunching strategy

If your itemized deductions hover around the standard deduction, bunch two or three years of charitable gifts into one tax year so you itemize that year, then take the standard deduction in the off years. A donor-advised fund (DAF) lets you deduct the lump sum now and grant to charities over time.

Give appreciated assets, not cash

  • Donate long-term appreciated stock instead of selling — avoid capital gains and deduct fair market value
  • Works for publicly traded stock, mutual funds, and many crypto positions held >1 year
  • Avoid donating depreciated assets — sell, deduct the loss, then donate cash
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QCDs for IRA owners 70½+

Qualified Charitable Distributions let you send up to a set annual amount directly from your IRA to a qualified charity, satisfying part or all of your RMD without including it in income. Often more valuable than a regular itemized deduction.

Documentation the IRS requires

  • Cash gift under $250: bank record or written communication
  • Cash gift $250 or more: written acknowledgment from the charity before you file
  • Non-cash gifts: receipt, description, condition, fair market value method
  • Vehicles, boats, planes: Form 1098-C from the charity

Frequently asked

Are donations to GoFundMe deductible?

Almost never — most personal GoFundMe campaigns are gifts to individuals, not 501(c)(3) organizations. Confirm the recipient's tax-exempt status before assuming a deduction.

When does a donor-advised fund make sense?

When you want to deduct in a high-income year (sale of a business, big bonus, Roth conversion) but spread the actual grants over years, or when you want to donate appreciated stock to a charity that can't accept it directly.

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Every November-and-December move worth making — retirement deadlines, equipment timing, S-Corp payroll, charitable giving, loss harvesting, and the close checklist — in one CPA-built PDF.

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