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Comment on Ask HN: Tax deductible donations to individuals?

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You need to talk to competent tax counsel - specifically someone who works with nonprofits. You can't just use a 501(c)(3) for "gift laundering" - you could make a donation to a 501(c)(3) that did charitable things "in honor" of a particular needy person, but you can't direct that the contribution be passed through to a specific person.

Agreed. That is my next step. I know there will be restrictions and limitations.

Any recommended resources?

If you're in/around the Bay Area, try Gene Takagi - http://www.attorneyfornonprofits.com/

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