Charity may begin at home, but the IRS hasn't gotten the word. Joseph Mohammed Senior, a real estate broker and appraiser living in California, donated real estate to charity. He valued the donated real estate at almost fifteen million dollars and claimed a charitable deduction. The issue wasn't that the property wasn't worth what he claimed it was worth. The court said that if anything, he undervalued his own donation. However, his deduction was denied because he had not met the documentation requirements for a deductible donation. In his case, the requirement was an independent appraisal. The Tax Court recognized that this denial was harsh, considering the couple did not overvalue and may have actually undervalued their contributions. However, Congress has specific rules that charities must follow to defend their deductions. The rules for determining the amount of a charitable contribution, the amount allowed for deduction, and the documentation requirements are extremely complex. One important rule is that you can donate certain appreciated property that you have held for more than a year and get a charitable deduction for the full fair market value of the property without paying tax on the gain. For example, if a founder of a startup company donates a share of stock to charity, his charitable donation is a million dollars, subject to certain limitations. He never pays tax on the appreciation, and the charity receives a million dollars while he gets a million-dollar deduction. If he sold the stock before donating, he would have had to pay income taxes, leaving him with less money to donate to charity. Donating appreciated property instead of selling it and donating the cash results in a better financial outcome. However, if you donate property that has decreased in value, the donation will not trigger a tax loss. In that case, it is...