December is always the big  push time for charitable donations.  If you’ve ever thought about donating your stock holdings instead of plain cash, here are some things you should know.

First, if you have stock that has appreciated in value, you want to give the charity the stock and let them sell it for cash, instead of you selling it and giving them cash.  The reason is because you get to claim the charitable deduction for the fair market value of the stock you gave away, but you don’t have to pay any capital gains tax on the increase.  You have a win/win/win situation.  (No capital gains, plus charitable deduction, plus the charity gets stock they can sell for cash=win/win/win.)

Second, if you have stock that has gone down in value, you want to sell it first and then give the cash to the charity.  This is exactly the revese of the above.  By selling stock that’s gone down in value, you get to claim a capital loss which can offset you capital gains or up to $3,000 of your ordinary income.  Once again you have a win/win/win situation.  (Claim loss against income, get charitable deduction, plus charity gets cash.)

Although December 30 and 31 are the highest giving days for charity donations, you need to do this a little earlier in the month so that your brokerage has time to do all the transactions.  Make sure you have some wiggle room for your stock transactions to actually close and get it all done before Christmas.  Earlier if possible.

Bottom line:  stock goes up — give it directly to charity, stock goes down — sell first then give money to charity.  It’s that easy.