Big Jim Colosimo

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Big Jim Colosimo
James "Big Jim" Colosimo.jpg
Colosimo c. 1915
Vincenzo Colosimo

(1878-02-16)February 16, 1878
DiedMay 11, 1920(1920-05-11) (aged 42)[1]
Cause of deathMultiple gunshot wounds
Resting placeOak Woods Cemetery, Chicago
Other names"Big Jim", "Diamond Jim"
OccupationCrime boss
Victoria Moresco
(m. 1902; div. 1920)

Dale Winter
(m. 1920)
AllegianceChicago Outfit

Vincenzo Colosimo[2] (Italian: [vinˈtʃɛntso koˈlɔːzimo]; February 16, 1878 – May 11, 1920), known as James "Big Jim" Colosimo or as "Diamond Jim", was an Italian-American Mafia crime boss who emigrated from Calabria, Italy, in 1895 and built a criminal empire in Chicago based on prostitution, gambling and racketeering. He gained power through petty crime and by heading a chain of brothels. From about 1902 until his death in 1920, he led a gang that became known after his death as the Chicago Outfit. Johnny Torrio was an enforcer who Colosimo imported in 1909 from New York and who seized control after his death. Al Capone, a Torrio henchman, allegedly was directly involved in the murder.[3]

Early years[edit]

Colosimo was born on February 16, 1878, to Luigi Colosimo and his second wife Giuseppina Mascaro in the town of Colosimi, Province of Cosenza, Italy.[4] He emigrated from Italy to Chicago at the age of 17, starting out as a petty criminal. Colosimo attracted the attention of First Ward aldermen Michael "Hinky Dink" Kenna and John Coughlin. They made him a precinct captain and later their bagman. This gave Colosimo the political connections that helped him in his rise to power as a mob boss.[5]

Prostitution empire[edit]

Later, Colosimo acquired another nickname, "Diamond Jim," because he frequently dressed in a white suit and wore diamond pins, rings and other jewelry.[4] This, combined with his personal charm and money, helped him establish relationships with women. He had a love of both women and money, which fueled his enthusiasm for prostitution. In 1902, Colosimo married Victoria Moresco, an established Chicago madame[6] and together they opened a second brothel. Torrio was the nephew of Moresco. According to Laurence Bergreen, "Torrio is [also] described as Colosimo’s nephew, but in the absence of any evidence to confirm the relationship, it is more likely their kinship was spiritual rather than familial." There are also references to Colosimo's wife being somehow related to John Torrio.[7] Within a few years, Colosimo had expanded this to nearly 200 brothels and had also made inroads into gambling and racketeering.[5]

Among his first brothels were The Victoria, at Archer and Armor avenue, and The Saratoga, at Dearborn and 22nd street. [8]

He was reputedly making $50,000 ($ 720 000 in 2022) per month from his various legal and illegal operations.[9]

Help from New York[edit]

By 1909, Black Hand extortion was a serious threat to Colosimo in Chicago. He brought in gangster John "The Fox" Torrio from Brooklyn and made him his second in command.[6] The following year, he opened Colosimo's Cafe, a restaurant and nightclub at 2126 South Wabash. It quickly became a popular destination for prominent Chicagoans and visitors to Chicago.[4] In 1919, Torrio and Colosimo opened a brothel at 2222 South Wabash called the Four Deuces, a reference to the address. Torrio hired his old Brooklyn colleague Al Capone to work as a bartender and bouncer, which gave Capone his entry into Chicago crime.[5]


Al Capone mugshot
Colosimo mausoleum at Oak Woods Cemetery

When Prohibition went into effect in 1920, Torrio pushed for the gang to enter into bootlegging, but Colosimo stubbornly refused. In March 1920, Colosimo secured an uncontested divorce from Moresco.[9] A month later, he and Dale Winter eloped to West Baden Springs, Indiana. Upon their return, he bought a home on the South Side.[9] On May 11, 1920, Torrio called and told Colosimo that a shipment was about to arrive at his restaurant. Colosimo drove there to await it, but instead he was shot in an ambush and killed.[10] Frankie Yale had allegedly traveled from New York to Chicago and personally killed longtime gang boss Colosimo at the behest of Chicago Outfit friends Torrio and Capone.[11] Although suspected by Chicago police, Yale was never officially charged.[12] Colosimo was allegedly murdered because he stood in the way of his gang making bootlegging profits, having "gone soft" after his marriage with Winter.[9] Al Capone has also been suggested as the gunman.[5] Colosimo's ex-wife, unhappy with the financial arrangements of the divorce, is also theorized having arranged the murder.[9]

Colosimo was the first gang leader to organize the disparate parts of Chicago's crime scene. After his death, Torrio took over his gang,[1] later to be replaced by Al Capone.[6] His mob eventually became the infamous Chicago Outfit that ruled over some parts of the city.[5]

Colosimo was interred at Oak Woods Cemetery in Chicago.

In popular media[edit]

Big Jim has been portrayed on screen by:


  • Harry J. Vejar in the 1932 gangster movie Scarface: The Shame of a Nation. The death of "Big Louie" Costillo is loosely based on Colosimo's assassination. Big Louie is killed by Antonio "Tony" Camonte at the behest of his friend Johnny Lovo, Costillo's right-hand man. Lovo was based on Johnny Torrio and Camonte on Al Capone, and the film presents Costillo's murder as the beginning of Lovo and Camonte's involvement in bootlegging, similar to how Colosimo's refusal to allow bootlegging is considered the primary reason for his murder.
  • Joe De Santis in Al Capone (1959)
  • Frank Campanella in Capone (1975)



  • In Ian Hunter’s "Resurrection Mary", the story-teller, who sees the infamous ghost of the title, used to do "the numbers for Big Jim."

See also[edit]


  1. ^ a b ""Big Jim" Killed". The Mob Museum. Retrieved December 10, 2018.
  2. ^ Bilek, Arthur J. (January 1, 2008). The First Vice Lord: Big Jim Colosimo and the Ladies of the Levee. Cumberland House Publishing. ISBN 9781581826395.
  3. ^ "James Colosimo - American criminal". Encyclopedia Britannica.
  4. ^ a b c Sann, Paul. "The Roaring Twenties". The Lawless Decade. Retrieved December 10, 2018.
  5. ^ a b c d e Capone: The Life and World of Al Capone by John Kobler
  6. ^ a b c "When the Outfit Ran Chicago, Vol I:The "Big Jim" Colosimo Era". D&R (in Turkish). Retrieved December 10, 2018.
  7. ^ Bergreen, Laurence (1994). Capone: The Man and the Era. New York: Simon & Schuster. p. 81. ISBN 978-0-684-82447-5.
  8. ^ Binder, John J. (2017). "Chapter 1". Al Capone's Beer Wars.
  9. ^ a b c d e Sawyers, June (July 26, 1987). "The Vice Lord Who Fell in Love With a Choir Singer". Chicago Tribune. p. 163. Retrieved June 14, 2022 – via
  10. ^ "James Colosimo Slain At Restaurant Door. Chicago Underworld Character Is Shot Dead by an Unknown Person". The New York Times. Chicago. May 12, 1920. p. 2. Retrieved June 14, 2022 – via
  11. ^ Schoenberg, pgs. 62-66
  12. ^ Schoenberg, pgs. 62-65

Further reading[edit]

  • Bilek, Arthur J. The First Vice Lord: Big Jim Colosimo and the Ladies of the Levee. Nashville: Cumberland House, 2008.
American Mafia
Preceded by
New title
Chicago Outfit Boss
Succeeded by