<p>From IRS Pub 526
"If you receive a benefit as a result of making a contribution to a qualified organization, you can deduct only the amount of your contribution that is more than the value of the benefit received."</p>
<p>"Fair Market Value (FMV) is the price at which property would change hands between a willing buyer and a willing seller, neither having to buy or sell, and both having reasonable knowledge of all of the relevant facts". </p>
<p>The product for sale is the right to matriculate at an Ivy with lower qualifications than other applicants. </p>
<p>Presumably, the OP and the university will negotiate a price (higher than what the OP is taking about now LOL!). If the OP doesn't pay enough, his son won't get admitted. Presumable, the OP wants to pay the minimum price (he does sound like a cheapskate) that he can get away with and won't pay more. That sounds like the FMV to me.</p>
<p>I will concede that if they negotiate 1M and he pays 2M, than the extra million would be deductible. </p>
<p>If the OP deducts the FMV, than the American taxpayer will end up paying around 35% of the price. I have several yes or no questions I'd like people's opinion on. Assume the OP only pays the agreed upon price. </p>
<p>1) Is it a sale or a donation taking place? </p>
<p>2) If you say a donation, does it meet the test for a tax deductible donation? </p>
<p>3) If he deducts it anyway is the deduction fraudulent?</p>
<p>4) Should he go to jail?</p>
<p>5) If the university provides him a letter saying that nothing of value is provided in exchange for the donation, it the university a party to the fraud?</p>
<p>6) Should the American taxpayer be concerned about this fraud?</p>