Cracker Jack's Mascots Sailor Jack and his dog Bingo were introduced as early as 1916 and registered as a trademark in 1919. Sailor Jack was modeled after Robert Rueckheim, grandson of Frederick.

Robert, the son of the third and eldest Rueckheim brother, Edward, died of pneumonia shortly after his image appeared at the age of 8. The sailor boy image acquired such meaning for the founder of Cracker Jack that he had it carved on his tombstone, which can still be seen in St. Henry's Cemetery in Chicago.

Sailor Jack's dog Bingo was based on a real-life dog named Russell, a stray adopted in 1917 by Henry Eckstein, who demanded that the dog be used on the packaging. Russell died of old age in 1930.

More Info: en.wikipedia.org