Jack "Legs" Diamond (possibly born John Thomas Diamond, though disputed; July 10, 1897 – December 18, 1931), also known as Gentleman Jack, was an
Irish American
, image = Irish ancestry in the USA 2018; Where Irish eyes are Smiling.png
, image_caption = Irish Americans, % of population by state
, caption = Notable Irish Americans
, population =
36,115,472 (10.9%) alone ...
gangster in
Philadelphia and
New York City during the
Prohibition era. A
bootlegger and close associate of gambler
Arnold Rothstein, Diamond survived a number of attempts on his life between 1916 and 1931, causing him to be known as the "
clay pigeon of the underworld". In 1930, Diamond's nemesis
Dutch Schultz remarked to his own gang, "Ain't there nobody that can shoot this guy so he don't bounce back?"
Early life
Diamond was born July 10, 1897, to Sara and John Moran, who emigrated from
Ireland in 1891 to
Philadelphia, USA. In 1899, Jack's younger brother Eddie Moran was born. Jack and Eddie both struggled through grade school, while Sara suffered from severe
arthritis
Arthritis is a term often used to mean any disorder that affects joints. Symptoms generally include joint pain and stiffness. Other symptoms may include redness, warmth, swelling, and decreased range of motion of the affected joints. In som ...
and other health problems. On December 24, 1913, Sara died from complications due to a bacterial infection and high fever. John Diamond, Sr. moved to
Brooklyn shortly afterwards.
Diamond soon joined a New York street gang called the
Hudson Dusters. Diamond's first arrest for burglary occurred when he broke into a jewelry store on February 4, 1914, with numerous arrests following throughout the rest of his life. Diamond served in the US Army in
World War I but deserted in 1918 or 1919 and was convicted and jailed for desertion. He served two years of a three- to five-year sentence at
Leavenworth Military Prison and after being released in 1921
Diamond became a thug and later personal bodyguard for Arnold Rothstein.
Lifestyle
Diamond was known for leading a rather flamboyant lifestyle. He was a very energetic individual; his nickname "Legs" derived either from his being a good dancer or from how fast he could escape his enemies. His wife, Alice, was never supportive of his lifestyle but did not do much to dissuade him from it. Diamond was a womanizer; his best known mistress was showgirl and dancer
Marion "Kiki" Roberts. The public loved Diamond; he was
Upstate New York's biggest celebrity at the time.
Prohibition and the Manhattan Bootleg Wars
In the late 1920s
Prohibition was in force, and the sale of beer and other alcohol was illegal in the United States. Diamond traveled to
Europe to acquire beer and narcotics but failed. He did obtain liquor, which was dumped overboard in partially full barrels that floated onto Long Island as ships entered New York. He paid children a nickel for every barrel they brought to his trucks.
Following the death of Jacob "Little Augie" Orgen, Diamond went to work overseeing bootleg alcohol sales in downtown
Manhattan. That brought him into conflict with Dutch Schultz, who wanted to move beyond his base in
Harlem. He also ran into trouble with other gangs in the city. On July 14, 1929, in the New York Broadway Hotsy Totsy Club (partly owned by Diamond), Diamond and fellow gang member Charles Entratta shot three drunken brawlers in the club; two (William Cassidy and Simon Walker) were killed and one (Peter Cassidy) was severely wounded. The club's bartender, three waiters, and the hat check girl "vanished" (one of them was found shot dead in New Jersey). Diamond was not charged, but he was forced to close the club.
In 1930, Diamond and two henchmen kidnapped Grover Parks, a truck driver, in
Cairo, New York
Cairo is a town in Greene County, New York, United States. The population was 6,644 at the 2020 census. The town is in the southern part of the county, partly in the Catskill Park. The town contains a hamlet, also named Cairo.
History
The fi ...
, and demanded to know where he had obtained his load of
hard cider. When Parks denied carrying anything, Diamond and his men beat and tortured Parks, eventually letting him go. A few months later, Diamond was charged with the kidnapping of James Duncan. He was sent to
Catskill, New York, for his first trial, but he was acquitted. However, he was convicted in a federal case on related charges and sentenced to four years in jail. In a third trial, in
Troy, New York, he was acquitted.
Trip to Europe
On August 23, 1930 Diamond, under the false name John Nolan, boarded the
ocean liner
An ocean liner is a passenger ship primarily used as a form of transportation across seas or oceans. Ocean liners may also carry cargo or mail, and may sometimes be used for other purposes (such as for pleasure cruises or as hospital ships).
Ca ...
in New York, bound for Europe.
The NYPD suspected that he might have left the US aboard or , but he was not found on either ship when they reached Europe. The NYPD then sent a
wireless telegraph message to ''Belgenland'', which replied that a man answering Diamond's description was among her passengers.
Diamond spent much of the voyage in the ship's
smoking room playing
poker
Poker is a family of comparing card games in which players wager over which hand is best according to that specific game's rules. It is played worldwide, however in some places the rules may vary. While the earliest known form of the game w ...
. One report claimed that in this way he won thousands of dollars in the course of the voyage.
[ ''Belgenland''s officers, however, refuted this, saying his winnings were small.
The NYPD telegraphed the police in ]Plymouth
Plymouth () is a port city and unitary authority in South West England. It is located on the south coast of Devon, approximately south-west of Exeter and south-west of London. It is bordered by Cornwall to the west and south-west.
Plymouth ...
, England; Cherbourg
Cherbourg (; , , ), nrf, Chèrbourg, ) is a former commune and subprefecture located at the northern end of the Cotentin peninsula in the northwestern French department of Manche. It was merged into the commune of Cherbourg-Octeville on 28 Feb ...
, France and Antwerp
Antwerp (; nl, Antwerpen ; french: Anvers ; es, Amberes) is the largest city in Belgium by area at and the capital of Antwerp Province in the Flemish Region. With a population of 520,504, , Belgium, warning them that he was an undesirable character.[ When ''Belgenland'' reached Plymouth on August 31, ]Scotland Yard
Scotland Yard (officially New Scotland Yard) is the headquarters of the Metropolitan Police, the territorial police force responsible for policing Greater London's 32 boroughs, but not the City of London, the square mile that forms London's ...
officers told Diamond he would not be allowed to land in England. He told reporters that he wanted to travel to the French spa town of Vichy for " the cure".[ However, his real reason was to look for sources of rye whiskey in Germany to import illegally into the United States.
Diamond disambarked in Antwerp on September 1, where Belgian police took him to their Antwerp headquarters. At the end of the day, Diamond agreed to voluntarily leave the country and was put on a train to Germany. When his train reached ]Aachen Hauptbahnhof
Aachen Hauptbahnhof (German for Aachen main station) is the most important railway station for the city of Aachen, in the far west of Germany near the Dutch and Belgian border. It is the largest of the four currently active Aachen stations, and i ...
, German police arrested him. On September 6, the German government decided to deport Diamond. He was driven to Hamburg and put on the cargo ship ''Hannover'' for passage to Philadelphia. On September 23, ''Hannover'' arrived in Philadelphia and Diamond was immediately arrested by Philadelphia Police Department officers. At a court hearing that day, the judge said he would release Diamond if he left Philadelphia within the hour. Diamond agreed.
Assassination and prosecution attempts
On October 24, 1924, Diamond was shot and wounded by shotgun pellets reportedly after trying to hijack liquor trucks belonging to the crime syndicate.
On October 16, 1927, Diamond tried to stop the murder of "Little Augie" ( Jacob Orgen). Diamond's brother Eddie was Orgen's bodyguard, but Legs Diamond substituted for Eddie that day. As Orgen and Diamond were walking down a street on the Lower East Side of Manhattan, three young men approached them and started shooting. Orgen was fatally wounded and Diamond was shot twice below the heart. Diamond was taken to Bellevue Hospital, where he eventually recovered. The police interviewed Diamond in the hospital, but he refused to identify any suspects or help the investigation in any way. The police initially suspected that Diamond was an accomplice and charged him with homicide, but the charge was later dropped. The assailants were supposedly hired by Louis Buchalter and Gurrah Shapiro
Jacob "Gurrah" Shapiro (May 5, 1899 – June 9, 1947) was a New York mobster who, with his partner Louis "Lepke" Buchalter, controlled industrial labor racketeering in New York for two decades and established the Murder, Inc. organization.
Early ...
, who were seeking to move in on Orgen's garment-district labor rackets.
On October 12, 1930, Diamond was shot and wounded at the Hotel Monticello on the west side of Manhattan. Two men forced their way into Diamond's room and shot him five times before fleeing. Still in his pajamas, Diamond staggered into the hallway and collapsed. When asked later by the New York Police Commissioner how he managed to walk out of the room, Diamond said he drank two shots of whiskey first. Diamond was rushed to the Polyclinic Hospital in Manhattan, where he eventually recovered. On December 30, 1930, Diamond was discharged from Polyclinic.
On April 21, 1931, Diamond was arrested in Catskill, New York, on assault charges for the Parks beating in 1930. Two days later, he was released from the county jail on $25,000 bond.
On April 27, 1931, Diamond was again shot and wounded, this time at the Aratoga Inn, a road house near Cairo, New York
Cairo is a town in Greene County, New York, United States. The population was 6,644 at the 2020 census. The town is in the southern part of the county, partly in the Catskill Park. The town contains a hamlet, also named Cairo.
History
The fi ...
. After eating in the dining room with three companions, Diamond walked out to the front door. He was shot three times and collapsed by the door. A local resident drove Diamond to a hospital in Albany, New York, where he eventually recovered. On May 1, while Diamond was still in the hospital, New York State Troopers seized over $5,000 worth of illegal beer and alcohol from Diamond's hiding places in Cairo and at the Aratoga Inn.
In August 1931, Diamond and Paul Quattrocchi went on trial for bootlegging. That same month, Diamond was convicted and sentenced to four years in state prison. In September 1931, Diamond appealed his conviction.
Death
On December 18, 1931, Diamond's enemies finally caught up with him. Diamond had been staying in a rooming house
A rooming house, also called a "multi-tenant house", is a "dwelling with multiple rooms rented out individually", in which the tenants share kitchen and often bathroom facilities. Rooming houses are often used as housing for low-income people, as ...
in Albany, New York, while on trial in Troy, New York, on kidnapping charges. On December 17, Diamond was acquitted. That night, Diamond and his family and friends were at a restaurant. At 1 a.m., Diamond went to visit his mistress, Marion "Kiki" Roberts. At 4:30 a.m., Diamond went back to the rooming house and passed out on his bed. Two gunmen entered his room around an hour later. One man held Diamond down while the other shot him three times in the back of the head.
There has been much speculation as to who was responsible for the murder; likely candidates include Dutch Schultz, the Oley Brothers (local thugs), the Albany Police Department, and relatives of Red Cassidy, another Irish American gangster at the time. According to William Kennedy's ''O Albany'', Democratic Party Chairman Dan O'Connell, who ran the local political machine
In the politics of Representative democracy, representative democracies, a political machine is a party organization that recruits its members by the use of tangible incentives (such as money or political jobs) and that is characterized by a hig ...
, ordered Diamond's execution, which was carried out by the Albany Police. The following are Dan O'Connell's own words recorded during a 1974 interview by Kennedy and appear on pages 203 and 204:
In order for the Mafia to move in they had to have protection, and they know they'll never get it in this town. We settled that years ago. Legs Diamond ..called up one day and said he wanted to go into the 'insurance' business here. He was going to sell strong-arm 'protection' to the merchants. I sent word to him that he wasn't going to do any business in Albany and we didn't expect to see him in town the next morning. He never started anything here.
Prior brought him around here ..but brought him around once too often. Fitzpatrick finished Legs.
O'Connell added that William Fitzpatrick (a police sergeant at the time and later chief) and Diamond were "sitting in the same room and (Fitzpatrick) followed him out. Fitzpatrick told him he'd kill him if he didn't keep going.
Given the power that the O'Connell machine
A machine is a physical system using Power (physics), power to apply Force, forces and control Motion, movement to perform an action. The term is commonly applied to artificial devices, such as those employing engines or motors, but also to na ...
held in Albany and its determination to prevent organized crime, other than their own, from establishing itself in the city and threatening their monopoly of vice, some accept this account of the story. For those believing this theory, Fitzpatrick's promotion to Chief of Police is said to have been a reward for executing Diamond. In 1945, Chief Fitzpatrick himself was shot and killed in his own office by John McElveney, an Albany police detective. Detective McElveney was sentenced to 20 years to life in prison. He was released in 1957 when his sentence was commuted by Governor W. Averell Harriman.
On December 23, 1931, Jack Diamond was buried at Mount Olivet Cemetery in Maspeth, Queens. There was no church service or graveside ceremony. Family and spectators numbering 200 attended Diamond's interment; no criminal figures were spotted.
On July 1, 1933, Diamond's widow, Alice Kenny Diamond (age 33), was found shot to death in her Brooklyn apartment. It was speculated that she was shot by Diamond's enemies to keep her quiet.
See also
* List of unsolved deaths
In popular culture
* Released on February 3, 1960, the film '' The Rise and Fall of Legs Diamond'' was directed by director Budd Boetticher
Oscar "Budd" Boetticher Jr. ( ; July 29, 1916 – November 29, 2001) was an American film director. He is best remembered for a series of low-budget Westerns he made in the late 1950s starring Randolph Scott.
Early life
Boetticher was born in ...
and stars Ray Danton
Ray Danton (born Raymond Caplan; September 19, 1931 – February 11, 1992) was a radio, film, stage, and television actor, director, and producer whose most famous roles were in the screen biographies ''The Rise and Fall of Legs Diamond'' (1960 ...
and Warren Oates. The film was nominated for AFI's Top 10 Gangster Films list.
* On October 20, 1960, Diamond was played by Steven Hill in the episode "Jack 'Legs' Diamond" of the ABC crime drama '' The Untouchables'' starring Robert Stack.
* The 1963 Looney Tunes
''Looney Tunes'' is an American Animated cartoon, animated comedy short film series produced by Warner Bros. starting from 1930 to 1969, concurrently with its partner series ''Merrie Melodies'', during the golden age of American animation. short '' The Unmentionables'' features an appearance by "Jack 'Legs' Rhinestone," who is shown to feature a pair of ladylike legs. His last name is a reference to the diamond simulant of the same name.
*A Terry Gilliam animation sequence from the British TV show ''Monty Python's Flying Circus
''Monty Python's Flying Circus'' (also known as simply ''Monty Python'') is a British surreal sketch comedy series created by and starring Graham Chapman, John Cleese, Eric Idle, Terry Jones, Michael Palin and Terry Gilliam, who became known ...
'' (1969-1973) features a gangster chicken by the name of "Eggs" Diamond.
* The first book in author William Kennedy's Albany cycle, ''Legs
A leg is a weight-bearing and locomotive anatomical structure, usually having a columnar shape. During locomotion, legs function as "extensible struts". The combination of movements at all joints can be modeled as a single, linear element ...
'' was released in 1975. It follows Diamond to his death.
* The Broadway show '' Legs Diamond'' was a musical starring Peter Allen. It ran briefly in late 1988 through early 1989. It lasted just 64 performances and is regarded as one of Broadway's legendary high-profile flops.
*John Mosby portrayed Legs Diamond in the 1993 film ''The Outfit''.
* Wu-Tang Clan member Raekwon the Chef's 1995 debut hip hop album '' Only Built for Cuban Linx'' features a mafioso theme in which he and each guest artist assume a "Wu- Gambino" nickname. Raekwon's nickname is "Lex Diamond" in homage to Legs Diamond.
*Legs Diamond provides the background to the 1996 short story "Running from Legs" by Ed McBain.[Ed McBain, "Running from Legs and Other Stories", Oxford : Compass Press, 2002.]
References
Further reading
*Adam, Fred. ''Fred Adam's St John's''. St. John's, Nfld.: Creative Publishers, 1986.
*Curzon, Sam. ''Legs Diamond.'' Belmont Tower Books, 1973.
*Downey, Patrick. ''Legs Diamond: Gangster''. Createspace Independent Publishing Platform, 2011.
*Downey, Patrick. ''Gangster City: The History of the New York Underworld 1900–1935''. Fort Lee, New Jersey: Barricade Books, 2004.
*Kennedy, William J. ''Legs.'' New York: Penguin Books, 1983.
*Levine, Gary. ''Anatomy of a Gangster: Jack "Legs" Diamond.'' South Brunswick & New York: A.S. Barnes & Company, 1979.
*English, T.J. ''Paddy Whacked: The Untold Story of the Irish American Gangster.'' New York: William Morrow Paperbacks, 2006.
External links
*Downey, Patrick
Review on Legs Diamond: Gangster
''Berfrois'', March 30, 2012
{{DEFAULTSORT:Diamond, Jack
1897 births
1931 deaths
1931 murders in the United States
American gangsters
American shooting survivors
Depression-era gangsters
Murdered American gangsters of Irish descent
Gangsters from Philadelphia
Gangsters from New York City
Criminals from Brooklyn
Prohibition-era gangsters
People murdered in New York (state)
Male murder victims
Deaths by firearm in New York (state)
Unsolved murders in the United States
Deserters
Burials at Mount Olivet Cemetery (Queens)