He is most famous for this one moment in history...the moment he shot President John F. Kennedy's assassin Lee Harvey Oswald. And though he was a resident of Dallas at the time of the murder, and owned a nightclub there, Jack Ruby's roots were in Chicago.

Jacob Rubenstein was born in Chicago in 1911, one of eight children of Jewish parents who had immigrated from Poland. He didn't have a happy childhood. His parents divorced when he was 11. By the time he was 14, his mother was committed to a mental institution, and he was on his own.

Despite his hardscrabble life, Ruby followed the Cubs. In fact, they brought him his first real chance at earning a living. Jack made it through eighth grade, then "found himself on Chicago streets attempting to provide for himself and other members of his family," as the Warren report put it. He earned money by scalping tickets to sporting events and by selling sports-related novelties, such as Cubs banners.

He remained in Chicago until 1947.

During his years as a Cubs fan/entrepreneur, the Cubs appeared in six World Series.