A car dealer handing over the keys to a new convertible. Getty Whether it’s a Honda Civic you discover under the rim; or a Lamborghini from one of the wealthiest lotteries in the country, should you keep a new car that you’ve won? “Desirable cars and other prizes are chosen to make an emotional connection with the donor that is stronger than the appeal of a money award,” George Iny of the Automobile Protection Association (APA) notes. “It allows the charity to develop a story around the prize.” It works; I have to admit, if I see a glorious Jaguar F-Type or the latest Audi e-tron sportback in a raffle, I think, Oh! Want.