Alan Jackson – $4K, 1962 Corvette
America’s country music legend will forever be known for his song about 9/11, one of the most prevalent terrorist attacks in history. The song, titled “Where Were You? (When the World Stopped Turning) went on to win Alan Jackson his first Grammy award.
His fame and fortune meant he could afford a number of luxuries, such as a breathtaking mansion in Tennessee. The 1962 Corvette, priced at $4,038 at the time of release, is just one in a vast collection of classic cars Jackson stashed in his estate. The mansion was recently sold for $19 million in 2021.
