1909 American Caramel (Shoeless Joe Jackson)
Like the Honus Wagner card, this was produced by American Caramel to improve their cigarette sales. Many hobbyists consider this card to be the official rookie card of Joe Jackson and it is one of just a handful of his cards available. The slugger may have been banned from the sport for life because he was supposedly involved in the 1919 Chicago Black Sox gambling controversy, but card collectors still covet this piece. This card is one of the slugger’s best and most valuable. In 2016, someone paid over $660,000 for a mint copy of the 1909 Joe Jackson card.
1911 ATC T206 (Joe Doyle)
A lot of players on this list have been elected to the Hall of Fame, but not Joe Doyle. He was quite a mediocre player who most people have already forgotten. You might be wondering how the tobacco company baseball card pulled in as much as $414,750. It is due to an error – the first version of the card says he plays for New York’s National League instead of the Yankees. This card is among the key rarities of the T206 set and is the hardest to find. Although Joe Doyle is not the most recognizable player in baseball history, this rarity is one of the hobby’s most valuable cards.