Sailor Jack and his dog Bingo (Cracker Jack mascots) were introduced around 1916.

Cracker Jack is a snack consisting of molasses-flavored, caramel-coated popcorn and peanuts, with a prize of trivial value inside. In 1896, the first lot of Cracker Jack was produced, and named when sampler remarked: "That's a crackerjack!" (a colloquialism meaning "of excellent quality"). Some consider Cracker Jack as the first junk food.

One of the first prizes was in 1914, when the company produced the first of two Cracker Jack baseball card issues. Early "toy surprises" included rings, plastic figurines, booklets, stickers, temporary tattoos, and decoder rings.

Cracker Jack is known for being commonly sold at baseball games and is mentioned in the American song "Take Me Out to the Ball Game" with the line: "Buy me some peanuts and Cracker Jack!"'. On June 16, 1993, the 100th anniversary of Cracker Jack was celebrated at Wrigley Field during the game between the Cubs and the expansion Florida Marlins. Before the game, Sailor Jack, the company's mascot, threw out the ceremonial first pitch.

The sailor boy image acquired such meaning for the founder of Cracker Jack (Frederick William Rueckheim) 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.

More Info: en.wikipedia.org