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Paul Kelly – The founder of Five Points Gang

Paul Kelly is considered to be a high profile gangster of the New York City during the early 1900s. It was in Sicily that he was born in 1879 as Paulo Vaccarelli. During the early 1890s, he migrated to the States and on reaching, became a well known bantamweight boxer. He had his last name to be changed to Kelly that is Irish sounding from his Italian Vacacarelli, so as to gain more fights, as Italians were regarded to be of low class. He was quite an intelligent and erudite person, having knowledge of three languages. He was liked by everyone and well dressed, the reason why, he could recruit several quality gangsters.

Life as a mafia

After his official retirement from boxing, he established Lower Manhattan’s notorious Five Points Gang. This gang had about 1500 members and had been termed to be the breeding ground to few of the most well known gangsters, to immigrate to the United States. Some of the members included al Capone, Johnny Torrio, Bugsy Siegel, Meyer Lansky, Frankie Yale and Lucky Luciano.

Although his gang comprised mostly of Italians, Monk Eastman was regarded to be his nemesis having a 2000 strong Jewish gang. Both the parties often fought violently with each other. Bowery was their dividing line, with Kelly establishing control of the west and the east by Eastman. The remaining was neutral territory and it is here that the trouble began. Disputes arose as to who controlled where and what.

Both had been employed by Tammany Hall as Election Day head-busters. However, the gangs had become out of control and dangerous for the entire community. The bosses of Tammany Hall had wanted Kelly and Eastman to fight the dispute one on one, with the winner establishing right over the disputed territory. With the fight being a draw, both returned to their own territories.

In November 1908, his fortune luck gave up, when Razor Riley and Biff Ellison, two of his ex-henchmen had him shot, killing his two bodyguards on the spot. Although the shooters were fired back and Kelly recovered from the injuries, his clout was never to be the same again. With him losing the favor of Tammany Hall, he was forced to relocate to the Italian Harlem, where he carried out criminal endeavors to a certain toned point. He got involved with legal and illegal union activities and was elected as VP of International Longshoremen Association. He died due to natural causes in 1936.

John Morrissey- A reputed mafia and boxer

John Morrissey is known to have started his career as a bare knuckles feared boxer. However, with time he went on to become a mobster and worked for Tammany Hall politicians as leg breaker.

His early life

It was in 1831 in County Tipperary’s Templemore region, Ireland that he was born. His parents who rightly guessed the potato famine in 1833 immigrated to Troy, New York. Although uneducated, he was considered to be excellent with his fists. The local Irish mafia bosses employed him as collection agent. For a Troy brothel, he worked as bouncer, where he taught himself to write and read. He realized the fact that he had limited opportunities in Troy and hence, went to New York, where he was into rough hooligan fighting for sport, in different piers and bars and made a name for himself.

His nickname

With Tom McCann, he was into an impromptu fight, where a powerful punch from McCann drove him from the overturned hot stove, over the coals. His flesh and clothes got burnt badly and smoke was coming from the backside, which made him to leap forwards, making him senseless. It is at this time, he had earned the nickname as ‘Old Smoke’.

Boxing titles

He then went on to challenge Yankee Sullivan, the world champion for world title, which took place at Boston Corners on 12th October 1853. Although battered in the fight, he had won during the 37th round by disqualification, as he got hit by Sullivan, when he was down.

His life as a mafia

His newfound fame and becoming Dead Rabbits’ member, he was employed for protecting polling places from Bowery Boys’ Gang by Tammany Hall. In 1854 on Election Day, he had come across the gang of Butcher Bill Pooole. Poole on noticing his gang being outnumbered by Morrissey left the place without creating any problem, which made Morrissey to become a hero in the eyes of Tammany Hall. They offered him with free gambling house for his heroics.

In 1855, he was almost killed to death by Poole in a fist fight, which made his friend to retaliate and had Poole shot to death. It was Tammany Hall’s influence that helped both Morrissey and his friend to escape being arrested.

He left boxing in 1857 and established 16 gambling houses and from 1867-71, he got elected as New York’s Congressman. He testified against Boss Tweed, the chief of Tammany Hall, for which Tweed was convicted and imprisonment. At 47, he died because of pneumonia.

Joe Masseria – The Morello mafia family’s boss

Joe Masseria was nicknamed ‘The Boss’. He is regarded to be an uncouth man and enjoyed eating and killing immensely. He was New York City’s undisputed Italian boss, starting off in 1916, working his way to the top throughout the roaring 20s. He had left Sicily and migrated to New York in 1903, because of his murdering someone. On reaching New York City, he joined the Morello Gang, which is the initial organized Mafia family.

His life as a mafia boss

It was Nick Morello as well as Joe and Antonio Morello, his brothers who had headed the Morello gang. Masseira was treacherous, ambitious and greedy and did not prefer taking the back seat. After the imprisonment of Joe Morello, Maseeria had made plans for snatching reins of the mafia family.

In order to become its boss, he killed numerous loyalists of Morello. With the killing of Joe in 1916 and Nick killed by a rival faction, Masseria became the local rackets in charge. There were several attempts made on the life of Masseria, which he somehow escaped.

Masseria met Valenti for making peace, where the latter had come with two bodyguards. However, three members of Masseria ambushed and shot Valenti dead. He had hired youngsters like Vito Genovese, Luciano, Thomas Lucchese and Joe Bonano to work for him. It was Luciano, who impressed Masseria a lot, compelling him to make him his second-in-command.

Issues faced by Masseria

It was when Luciano began business with two Jewish mobsters that problems started, with Busy Siegel and Meyer Lansky. Massieria is known to follow a stringent rule. He instructed his men to conduct business only with fellow Sicilians, which did not find favor with Luciano. The latter was eager to grab control of the mob and that of the rackets of Masseria.

Salvatore Maranzano was regarded to be another threat to Masseria’s supremacy in 1927, who hailed from Sicily and became Don Vito Cascio Ferro’s underboss, the powerful Sicilian Mafia boss. This led to Castellammarese War that started between Maranzano and Masseria. Luciano was loyal to Masseria in the first four years of the war, but later on sided with Maranzano to end the fight.

On 15th April, 1931, he had lured Masseria to come down to a Coney Island based restaurant, where he got killed by Bugsy Siegel, Joe Adonis, Albert Anastasia and Vito Genovese.

Jimmy Walker – Mobster Mayor of New York City

Jimmy Walker was considered to be liked by everyone and was the mayor of New York City.  Had he been not in this position, he was sure to be branded a scoundrel. It was on 19th June 1881 that he3 was born in Greenwich Village, New York City. He was an Irish immigrant’s son, who went on to become political mover and shaker in Tammany Hall. He attended Manhattan’s Military school named Xavier High School and Law School of New York.

Music was his first love was music. He was charmed by the bohemian crowd of the Village and wrote songs, rather than practicing law. One of his songs had become an overnight sensation due to its melodious refrains.

His entering the political arena

With prodding from his father and being influenced from mentor, Al Smith, the Tammany Hall titan in 1910 he got elected to Assembly of New York State and served till 1914. He became ambitious and got elected in 1914 to become Senate of New York State until 1925. He was quite popular within the Senate and got elected President-pro-tempore for 1923 and 1924 of Senate of New York State.

Becoming the Mayor

Al in 1925 had become the New York’s Governor found the perfect mayor in Walker for the city, which was reeling under the mafia and criminal activities. John Harlan, the present mayor was unseated and in his place came Walker. However, his biggest roadblock proved to be his being a party animal rather than being a wily politician. The press called him as ‘Beau James’. He got elected as the Mayor of the city and in the initial four years in power, was loved by the citizens. In 1928, he got close to Franklin D. Roosevelt, the new Governor and the latter’s coming to power helped Walker immensely.

His criminal activities

He became a part time mayor and gave huge favors to friends. But in 1929, his luck ran out, with the crash of stock market. He got caught by the police at a gambling house with his gal-pal, which had a scar on his reputation. With people out of job and starving, denied shelter and food, Walker was still enjoying himself. Cardinal Hayes, New York’s Archbishop was dead against Walker and few of his unwanted acts reached the ears of Roosevelt, who at that time was preparing for President Election. On 25th May 1932, his numerous illegal activities came to light when he had to approach the bench and he got relieved from his post.

Jacob Shapiro – Lepke’s brawns

Jacob Shapiro was a huge man, strong and had a killer’s temperament. At the same time, he is credited with having an intellect like that of a rock, the reason why, he required brains from Louis Buchalter, the best criminal minds in Mafia history to assist him to achieve success.

His early life

It was on 5th May 1899 that Shapiro was born to Russian Jew parents in Odessa. They had shifted base to America, to settle in Manhattan’s Lower East Side. Hence, Shapiro was known to speak thick Russian-New York accent. One of his favorite statements was ‘get outa here’, which sounded ‘Gurrah dahere’. Therefore, he had this nickname ‘Gurrah’.

He had met Lepke when stealing from a pushcart. At that time, he was 18 years old and Lepke 16. He actually had found the perfect partner, who had answers to all issues faced.

Life as a mafia

Shapiro was enlisted by Lepke to get involved in labor union rackets, where he had to terrorize union locals to pay up. He enjoyed the work and most of all, beating people. Both teamed up with the other gangsters to form the ‘Gorilla Boys’. Using Shapiro’s assistance, Lepke had moved ahead into national crime syndicate. The Gorilla Boys had partners like Meyer Lansky, Albert Anastasia, Dutch Schultz and Lucky Luciano and made huge money and came to be called ‘Gold Dust Twins’. Lepke was in charge of ‘Murder Inc’ while Shapiro and Anastasia were his main weapons. Shapiro introduced more killers to the mob.

The end

Thomas E. Dewey, the special prosecutor during the mid 1930s had promised to end national crime syndicate. The crime commission syndicate held a meeting called by Dutch Schultz, where the latter declared to kill the prosecutor, which did not go well with the commission. However, Schultz’s opinion was voted by Anastasia and Shapiro, while Lepke was undecided about it. This caused the murder of Schultz by the Commission to ensure that the law did not cause any further trouble. But Shapiro did not like the decision of the Commission sparing the life of Dewey, something he rued throughout his life.

Shapiro and Dewey got indicted in 1936 for Sherman Anti-Trust Act violation and had been charged of using violence for reducing competition and fixing price. But, matters got worse with Lepke hiding in Brooklyn, leaving Shapiro to be on his own in New Jersey, which made him a broken man. Getting sick of not being able to get back to his old ways, on 14th April 1938, he surrendered to the authorities and was given life imprisonment.

Isiah Rynders – The most powerful Irish mob boss in New York history

Right from the 19th century onwards, New York City had been better represented by the Irish mafia gangs. Some of the Irish mob bosses included John Morrissey, Mickey Spillane, Jimmy Coonan, etc. But, it was Captain Isaiah Rynders, who is considered to be the very first mob boss of Irish origin in the mafia history of New York City.

His early life

It was on 3rd January that he was born to Irish protestant mother and German/American father. Initially, he was well known as knife/pistol fighter and professional gambler on River Mississippi region. It was during the mid-1830s that he latched on to Tammany Hall and climbed his way up the ladder. His specialty is regarded to be having Five Points Street Mobsters to be organized on Election Day and to assure the Poor Irish of offering voting rights.

Rise to fame

He earned immense wealth and owned grocery stores in huge numbers and numerous dive saloons. He also established the Empire Club in 1843. Also, he organized street gangs like Plug Uglies, Roach Guards and Dead Rabbit. His best men comprised of Country McCleester, Paudeen McLaughlin, Dirty Face Jack, Lew Baker, Jim Turner and John Morrissey. Such was the influence of Rynders that the intense prodding of voters by his men led to Franklin Pierce’s presidential election in 1852 and of James Buchanan, 1856. With Buchanan being elected as President, he had Rynders appointed as U. S. Marshall for New York’s Southern District.

Criminal activities and his downfall

He was responsible single handedly for Astor Theatre Riots in 1849. His downfall is said to have started as he abandoned Tammany Hall inexplicably along with his Irish cohorts, to join ‘Know Nothing Party’ or opposition Native American party. His political organization got renamed to the Americus Club. Taking opportunity, John ‘Smoke’ Morrissey had seized Rynders’ place as Five Points Irish mobster commander and at the Tammany Hall.

On 4th July 1857, clearly saw the power loss of Rynders when gang riots which took place in this area as well as that of Five Points. According to New York Times, clubs, stones and brick bats were noticed flying around in each and every direction and firearms were branded wildly by men.  The same evening, Rynders was called in by the officials to stop this riot, which he did by begging the rioters to stop immediately the senseless hostilities. But his words were ignored by every party involved including the gang that he once ruled.

Charlie Workman – Dutch Schultz’s murderer

Charlie was considered to be a strong person but of silent type, who had killed over 20 people, when working for Murder Incorporated, headed by Lepke Buchalter. He was popularly called ‘The Bug’ among mafia members. However, it was his killing Dutch Schultz that he rose to fame quickly.

His early life

It was in 1908 on Manhattan’s Lower East Side that Charles was born and was among the six siblings of Anna and Samuel Workman. When in 9th grade, he quit school to roam the streets, seeking trouble. At the age of 18, he got arrested for stealing cotton threat from a Broadway parked truck. The next year, he shot a man behind his year and got arrested. His reputation was such that the victim did not testify against him before law, the reason, he got sent to Reformatory of New York. He had been to prison several times for several years for parole violations.

Life as a Mafia

He worked for Lepke as freelancer schlammer or leg breaker in 1926 and did an excellent job and got promoted to becoming killer with ‘Murder Inc.’ He had a cool demeanor and had several exceptional hits, which made him to get the nickname ‘The Bug’ given by Lepke. ‘Handsome Charlie’ was his other nickname, given opposite sex.

He got arrested few times for carrying weapons in 1932 and for docking off-duty police in 1933. His specialty always remained killing. After a hit, he enjoyed taking all the valuables found with the victim and kept it to himself, thereby earning bonus in thousands of dollars.

Murdering Schultz

He was decided to be the perfect candidate for killing Dutch Schultz in 1935, when the latter did not heed to the Commission with regards to killing of Thomas Dewey, the Special Prosecutor. It was Workman who had pierced Schultz on 23rd October 1935. But he found that police officials had turned up at the sight immediately after the killing instead of a getaway car, especially after such an important hit. He discovered from the papers that Weiss was the shooter.

He was sent to meet Lucky Luciano at Miami. But he got arrested on charges of vagrancy in 1940. In the meantime, Abe Relese had spilled out to Dewey that Workman was behind Schultz’s murder, for which the latter was tried in 1941, and plead ‘no defense’ and sentenced to life imprisonment.

Allie Tannenbaum – The man responsible for Lepke’s Electric chair execution

Allie Tannenbaum was a strikingly handsome person of 14 pounds and was rail thin in structure. It was at Catskill hotel of his father that he started to work and went on to become the most accomplished killer of Murder Incorporated. It was with his help that Louis Buchalter, his boss was executed by the law.

His early life

It was in Nanticoke, Pennsylvania, on 17th January 1906, he was born. His family moved to Manhattan’s Lower East Side, Orchard Street, when he was 2 years old. He loved talking a lot, the reason why he earned the nickname of ‘Tick Tock’.

Sam had accumulated sufficient money for purchasing Loch-Sheldrake Country Club, Catskills, New York. During this time, he was in high school’s third year, quite an accomplishment for a boy who comes from a place that has record of others dropping after 8th grades and engaged in legal and illegal work. He was engaged by this father to do work at the hotel to do the menial work to groom him to become a successful businessman.

His beginning as a mafia

It is here that he came across Jewish gangsters who often frequented the club. Louis Lepke, Jacob Shapiro and Harry Greenberg were among them. Allie also had befriended Lepke’s bagman Shimmy Salles, Curly Holtz as well as Lepke himself. He got invited to their parties. However, for the work performed for his father at the hotel, he was not given a single dime. He had noticed the Jewish gangsters to have sufficient money with them, which lured him to the mafia world.

He started to work for Lepke upon the behest of Big Harry Schacter for $35/week, performing activities like throwing stink bombs, strikebreaking and slugging. Later, he graduated to duties such as schlammings. His pay increased with work production and got involved in about 6 murders. He became Lepke’s valuable asset. Killing Harry Greenberg in 1939 was his biggest achievement, as it was Southern California’s first ‘mob killing’.

In 1940, he got arrested along with Workman at the latter’s place. Although he refused to speak the first three days, upon being threatened of being executed, he lived up to his nick name spilled out everything, the murders and the Lepke mafia connection. He testified against Lepke on a murder charge, which led to the latter’s being sentenced to death by the electric chair.

The remaining part of his life went into hiding, since he emerged only to testify against his other mafia members and disappear back. At the age of 70, he died due to natural causes.

Abe Wagner – The chicken hearted mobster

Abe was regarded to be a bootlegger and thug operating on the Lower East side of Manhattan and was of Jewish origin. He compared himself to that of Dropper even had roughened up Joe Masseria’s son to show him what he is capable of. Fortunately for Wagner, before taking revenue for insult caused to his son, Masseria got gunned down.

Mafia activities

With Allie, his brother Wagner had been making a decent living in bootlegging business on Lower East Side. On 20th February 1932, when he was riding his new car, he got attacked by some shooters and managed to escape in the crowd. Although he claimed to be a tough soul, his activities proved him not to be one. After the attack, he tried to be in peace with the enemies. To achieve this, he had sent his brother and an associate to meet the Mazza and hand over to them a huge amount for leaving him off. But in the process, Albie was shot dead and a message was left to Wagner that the Mazza meant business and his death.

He was prodded by his mother to seek refuge elsewhere from the Mazza gang, since she did not want similar fate for the other son. He took his wife and left town. However, in New Jersey’s Hopewell region, the Lindberg baby got abducted, which made Wagner to come under suspicion by the law enforcement officials.

More trouble for Wagner

At the same time, the Mazza Gang having aligned with the likes of Lucky Luciano searched for Wagner throughout the country. To check out on his mom, he sneaked back into New York.  On understanding that his presence came to light by the gang, he again ran with his wife and had his identity changed to Abe Loeb taking the profession of a fruit seller. But in weeks, Wagner was noticed by Luciano’s men. Two mobsters from Luciano’s Murder Incorporated were sent to kill Wagner, who was quite knowledgeable about the place where the latter hid, as it once had been their hideout too.

With Al Gordon, the new partner, Wagner on 25th July 1932 was followed by the two mobsters and killed both. Wagner succumbed to injuries, was taken to the nearby Ancker Hospital, where he died hours later, whose real identity was confirmed by his mother.

Philip Rusty Rastelli – The man who controlled the Bonnano family from the prison

The early boss of the Bonanno Mafia family was Phillip Rastelli during the 1970s. He was the successor to Joseph Bonanno.  By occupation, he was a radio dispatcher working for a taxi firm, but got convicted and sentenced to 10 year imprisonment for antitrust violations. It is from prison that he directed the family’s operations, but his influence not being strong enough from behind the prisons, waned slowly.

His life as a mafia

On 31st January 1918, Rastelli was born in Maspeth, Queens and was among the five siblings Marinello, Carmine, Grace, Justina and Augustus. He got involved heavily in extortion, drug trafficking and loansharking before he became the member of the Bonanno Mafia family. He was close to Carmine Galante, Joseph Massino, Joseph Bonnano and Dominick Napolitano.

Along with an associate on 3rd December 1953 he had shot William Russo, but the latter survived, which made Raselli to go into hiding. On 13th December 1954, he got indicted on bribing charges. In 1962, Connie got killed after she had become Federal informer, after which her body never was found.

Rise in the family

The Commission for restoring the Bonanno family in 1969 had appointed 3-Man panel comprising of Natale Evola, Joseph DiFilippi and Rastelli to run the family. On 21st July 1971, he again got indicted on loansharking charges in the Riverhead neighborhood of New York. Evola died on 28th August 1973, following which the Bonanno family’s acting boss was Rastelli. He was made official boss by the Commission at a meeting held at Manhattan’s Americana Hotel on 23rd February 1974. However, the family’s real power was transferred to Carmine Galante, the underboss and rival to Rastelli.

On 6th March 1975, he was convicted for anti-trust violations and extortion and imprisoned in the federal prison of Lewisburg, Pennsylvania. It is from here that he had ordered the murder of Galante in 1979 on the permission of the Commission, who also felt Galante was not suitable for their business. This way, he went on to become the family’s undisputed boss, although the acting boss until he was released from prison was Salvatore Ferrugia.

Later life of Rastelli

An internal war started within the Bonanno family in 1981, on Rastelli’s continuation as its boss. Several people were murdered which also included Alphonse Indelicato, the opposition Bonanno caporegime leader. Joseph Pistone, the FBI undercover remained witness to this power struggle.

Rastelli died due to liver cancer on 24th July 1991.

Owney Maddon – The English-American boss of Gophers gang

Owner Maddon was considered to be an anomaly among the underworld of New York City. The reason for this is not because, of his not being of Italian or Jewish origin, but being British.  He was popularly called in his circles as ‘The Killer’. He was the son of an Irish dockworker, bred and born as well as dedicated towards his homeland – England. Although he was regarded to be a notorious American mafia for about six decades, Maddon never thought of leaving his English passport until he got threatened with the consequence of deportation.

His early life

It was on 18th December 1891 at 25, Somerset Street, Leeds, England that Madden was born. His father to seek work had shifted base to Liverpool. At the age of 12 in 1903, his father expired, compelling his mother to relocate to the United States and to settle on Manhattan’s west side that was popularly known as ‘Hells Kitchen’, then a treacherous neighborhood.

His life as a mafia

It is here that he came across a rough gang called the Gophers and soon indulged in several types of criminal activities like labor racket beatings, muggings and robberies, in which he had become quite proficient. He also was an expert to use different types of weapons like the brass knuckles and slingshot. However, the lead pipe that was wrapped in newspaper which was his favor tie weapon. The ‘insurance business’ was his income source. The local merchants were sold with ‘bomb insurance’ by Madden to protect themselves from being bombed by Madden himself. He had been arrested about 44 times, as the Gopher’s member, however, was able to stay clear from being imprisoned.

He was given the nickname since he had killed an unarmed Italian for no reason and to his credit had committed 5 other murders by the age of 23. On 6th November 1912, he was shot by 11 Hudson Dusters, rivals of Gophers that he survived. He had a gang member killed who had planned to usurp his position, which led to his being sentenced for 10 to 20 years. After being released early, he got into bootlegging business, moving up in class, he got compared to mobsters like Frank Castello, Lucky Luciano, Louis Lepke, Meyer Lansky and Bugsy Siegel. In 1932, he retired the life of a mobster and relocated to Arkansas, where he died at the age of 74 due to emphysema.

American Mobster – Nathan Kaplan – Kid Dropper

Nathan Kaplan: Paul Kelly’s Jewish successor
It was in 1891 at Manhattan’s Lower East Side that Nathan Kaplan was given birth. At a very young age, he hit the streets to get engaged in petty crimes, swindlers like the ‘dropper’ scheme. He would simply drop a wallet full of fake money and have an innocent, but greedy person to have it against half of the money as reward, which did click huge for Kaplan. It is for this reason, he had earned the name ‘Kid Dropper’.

His life as a mafia

His expertise led him to join the Five Point Gang of Paolo Vacarelli (Paul Kelly), something unusual for Dropper, since he was of Jewish origin, while the gang was of Italian descent. But he got arrested in 1911 for robbery, sent for seven year at Sing Sing Prison. Kelly’s gang had disbanded by the time of his release in 1917. He presumed himself to be the successor to Kelly and started to take over the latter’s labor racket business.

His rise as a mobster

He preferred to wear slovenly attire like dressing as a bum until his being imprisoned. But after becoming the boss of the gang, he dressed accordingly and started to wear loud checkered suits, shirts, ties having loud colors, pointed shoes, outlandish designs, straw hat and the like. He gathered low level gangsters, which he called ‘Rough Jack Dropper Riders’. But soon he had come cross roads with Joseph Weyler, a Kelly gangster of Spanish origin, who always wanted to control over Kelly’s rackets. But with his death, Dropper regained charge of the gang and the racketeering efforts.

He was held responsible for over 20 murders between 1920 & 1923. However, he had again to face competition from Jacob Orgen or Little Augie as he was nicknamed,  who was eager to control all the illegal activities of Doppler and had engaged the best killers in his gang like Gurrah Shapiro, Louis Buchalter and Jack Diamond. Manhattan from 1922 to 1923 was turning into a shooting arena for both the parties involved, resulting in 23 murders including that  of an innocent man.

He was charged for having concealed weapons and got arrested in 1923, but later he got released outside of Essex Market Court. He had provided with tight police security because of rumors of his being murdered, when released from Court. But, Louis Kushner, an aide of Little Augie shot him in the head twice and killed him.