Oprah Winfrey – Volkswagen Beetle, $30K

Oprah Winfrey is a household name, famed for her influential talk show. One of her most unforgettable moments on the show was in 2010 when she gifted 275 brand-new Volkswagen Beetles to her audience. These were the 2012 models, meaning the lucky recipients had to wait until the cars hit the market in 2011.

At that time, the cost of each Beetle was around $30,000, making the total giveaway worth an impressive $8.2 million. Whether Oprah footed the bill herself remains unknown, but it’s clear she had the means to do so.coBoost.