Shoeless Joe Jackson – 1909 American Caramel
This card is similar to the Honus Wagner one. The 1909 Joe Jackson card was made by American Caramel to boost the sales of their cigarette brand. Even though the slugger earned a lifetime ban from the sport due to his supposed involvement in the Chicago Black Sox gambling controversy of 1919, card collectors coveted this piece. In 2016, someone paid more than $660,000 for a mint specimen of the card!

Shoeless Joe Jackson – 1909 American Caramel
Joe Doyle – 1911 ATC T206
Many players you will see on the list have made it into the Hall of Fame. Joe Doyle is an exception to this rule. He was a pretty mediocre player who many people have already forgotten. But how come the tobacco company promotion card is worth $414,750? The only explanation would be an error. The first print of the card identified him as a player of the New York’s National League and not the Yankees!

Joe Doyle – 1911 ATC T206