Giving appreciated stock to charity right before a sale can backfire, and the Hoensheid Tax Court case shows how.
A business owner gave about $3 million of company shares to a donor advised fund just before the company sold. The court found the sale was virtually certain by then and taxed him on the gain. It also denied his deduction because the appraisal wasn't done by a qualified appraiser.
From The Tax Strategy Playbook.
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This is educational content, not tax advice for your situation. Talk to your tax professional.