Theodore L. "Teddy" Roe (August 26, 1898 – August 4, 1952) was an African-American organized crime figure who led an illegal gambling empire in South Side, Chicago during the 1940s and early 1950s. Roe earned the nickname "Robin Hood" because of his philanthropy among the neighborhood poor.

Aside from running a smooth operation, Roe is remembered for paying hospital bills for newborns, and funeral tabs for the deceased. On one occasion, an elderly woman who had hit the number with one of the shady gangster wheels in town, came to Roe to complain that the gang had not paid her her money for the hit.

Jan 19, 2022 · Theodore Roe. Shortly before 11 p.m. on August 4, 1952, Theodore “Teddy” Roe, numbers gambling boss of Chicago’s South Side, was about to enter his car outside his Michigan Avenue apartment when someone yelled his name. After he turned, two men fired five blasts from 12-gauge shotguns at him.

Feb 19, 2025 · Roe watched the friendship between Jones and Giancana with suspicion. He warned his friend to steer clear of the mobster. By now, the mid-1940s, Roe had climbed up the ranks and become a “policy king” in his own right.

Mar 10, 2013 · Yet for all their muscle, the gangsters who ran betting operations with intriguing names like the Spaulding-Silver-Dunlap wheel confronted business expenses that the operators of today’s licensed...

Teddy Roe was an African-American mob boss who built an illegal gambling empire in South Side, Chicago during the 1940s and 1950s. Roe earned the nickname "Robinhood" because of his philanthropy among the neighborhood poor.

Oct 12, 2024 · Teddy Roe (August 26, 1898 August 4, 1952) was an AfricanAmerican mob boss who built an illegal gambling empire in South Side, Chicago during the 1940s and 1950s. Roe earned the nickname Robinhood because of his philanthropy among the neighborhood poor. After refusing to pay, street tax, to t

Theodore L. "Teddy" Roe (August 26, 1898 – August 4, 1952) was an African-American organized crime figure who led an illegal gambling empire in South Side, Chicago during the 1940s and early 1950s. Roe earned the nickname "Robin Hood" because of his philanthropy among the neighborhood poor.

May 13, 2013 · But Roe just laughed in his face, promising to never bend under the pressure of any white gangster. Tensions were heating up. Roe and Giancana's egos clashed on numerous occasions and on one occasion nearly escalated to gun fire.

As the son of a Negro sharecropper in Gallion, La., light-skinned Theodore Roe got no schooling and was pushed into the world without a nickel. But Ted was luckier than a gallon of Fast Dice...