In recent years, the IRS has become very strict about the documentation of charitable deductions. A LETTER from the charitable organization must document donations of cash over $250 - email is acceptable. Even for cash donations under $250, you need documentation - in the form of a cancelled check or receipt.
"Get the letter. Get the letter. Get the letter.," writes Laura Saunders in a recent Wall Street Journal, Tax Report. "There isn't any room for error here. If you don't have the correct paperwork, there's no way to fix the problem."
The letter must be received no later than the filing date of the return and must contain specific wording. The letter must state the amount of the donation and state that no goods or services were provided, unless you do actually receive something. If you do receive goods or services, the letter needs to state the value received. For example, if you pay to attend a charity event that includes dinner, the value of the dinner should be itemized in the letter with your net contribution deduction. If you buy an item at a charity auction get a letter stating the value of the item and your net contribution deduction.