Sorry, I ran out of credit http://beeg18.site/ beeg In these cases, it's better to sell the stock shares. If you sell at $200, you see a loss of $800. That $800 can be used to offset any capital gains from the sale of appreciated shares, or it can be deduct from other income, up to $3,000 total for the year. With the right planning, you can get extra benefits. Sell the shares and tax harvest the $800 losses. Then you can donate the $200 in cash you have as a result of the stock sale to the charity and deduct that amount.