The Charlie Brown of racehorses, Zippy Chippy has lost all 89 (as of date of this writeup) of his races. He broke the previous record of races without a win (two horses had previously had that mark with 85).

Zippy Chippy has not limited his losing ways to just races against other horses. In 2000, he lost a 40-yard sprint to a minor league baseball player in Rochester, New York.

He has been banned from several racetracks for his occasional habit of stalling at the start of races.

Zippy Chippy has finished second on 7 occasions, and third 12 times.

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