EA Forum Podcast (All audio)

“Don’t Sell Stock to Donate” by Jeff Kaufman 🔸


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When you sell stock [1] you pay capital gains tax, but there's no tax
if you donate the stock directly. Under a bunch of assumptions,
someone donating $10k could likely increase their donations by ~$1k by
donating stock. This applies to all 501(c) organizations, such as
regular 501(c)3 non-profits, but also 501(c)4s such as advocacy
groups.

In the US, when something becomes more valuable and you sell it you
need to pay tax proportional to the gains. [2] This gets complicated
based on how much other income you have (which determines your tax
bracket for marginal income), how long you've held it (which
determines whether this is long-term vs short-term capital gains), and
where you live (many states and some municipalities add additional
tax). Some example cases:

  • A single person in Boston with other income of $100k who had

  • $10k in long-term capital gains would pay $2,000 (20%). This is 15%
    in federal tax and 5% in MA tax.

  • A couple in SF with other income of $200k who had $10k in long-term

  • capital gains would pay $2,810 (28%). This is 15% in federal
    tax, 3.8% for the NIIT surcharge, and [...]

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    First published:

    December 30th, 2025

    Source:

    https://forum.effectivealtruism.org/posts/5LZYceEHLj2YbdkLf/don-t-sell-stock-to-donate

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    Narrated by TYPE III AUDIO.

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    EA Forum Podcast (All audio)By EA Forum Team