Posts Tagged ‘Paolo Vaccarelli’

Monk Eastman, William Delaney, Gangs of New York, Crime, Monk Eastman’s Murder, Owney Madden, Paul Kelly, Paolo Vaccarelli, 50 Eldridge Street, Witty Brothers.

Location: 50 Eldridge Street

Status: Standing


Out of all of the silk stocking wearing gangland dandies such as Owney Madden, Paul Kelly and Biff Ellison, Monk Eastman was a bit of an anomaly. He and his knuckle dragging mob terrorized Manhattan’s Lower East Side with street brawling shenanigans and epically bad fashion. According to Gangs of New York author, Herbert Asbury:


“[Eastman] seemed to always need a haircut… He accentuated his ferociousness… by affecting a derby hat several sizes too small…”


The Suit They Found Him Dead In

In addition to the ill fitting derby and bad haircut, Lower Eastsiders rarely sighted Eastman with a shirt on and without a shoulder-mounted pigeon, presumably crapping all over the place. However, the suit police detectives found Eastman dead in told a far different story. Inside of his jacket, a tag read, “E. Eastman, October 22, 1919—No 17,434—W.B.”


Known for wearing a derby hat several sizes too small, Monk was never a dapper mobster.

Known for wearing a derby hat several sizes too small, Monk was never a dapper mobster.


Monk’s Tailor

The tag belonged to the Witty Brothers, a fine clothing establishment, which catered to, “The Sort of gentlemen who recognizes the import of being well-dressed. “


Monk Eastman, William Delaney, Gangs of New York, Crime, Monk Eastman’s Murder, Owney Madden, Paul Kelly, Paolo Vaccarelli, 50 Eldridge Street, Witty Brothers.


According to the New York Times obituary of Spencer Witty, heir to the Witty clothing empire:


“Witty Brothers, fashioned and sold elegant men’s clothing… They used luxurious fabrics, cashmere, [and] Scottish tweeds…”—The New York Times (Click to read the article)


After Eastman’s murder in 1920, Henry Witty told the New York Tribune:


“Monk Eastman, the old time gang leader… We have made clothes for him for nineteen years. The last suit we made for him was delivered October 21, this year.” –The New York Tribune (click to read the story)


Perhaps the Monk was more dapper than originally thought?

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Five Points Headquarters

57 and 59 Great Jones Street

Status: Standing


There weren’t many places in old New York where a goon could order up a beer, eat a plate of spaghetti, and kick back and watch a bare-knuckle boxing match, except, for the Little Naples Café and New Brighton Athletic Club located at 57 and 59 Great Jones Street.


These two squat interconnected buildings once headquartered the Paul A. Kelly Association, an organized hoard of repeat voters, ex-pugilists, pimps, and gangland heavies otherwise known as The Five Points Gang. The mostly Irish and Italian Five Pointers controlled every hustle west of the Bowery and were the sworn enemies of Monk Eastman’s Jewish mob that dominated everything east of the Bowery.



Paul Kelly’s New Brighton Athletic Club (right) and the Little Naples Cafe (left) today. Jean Michel Basquiat would later die of an overdose in the loft that was above the New Brighton.


Paul Kelly Gangland Dandy


Their leader, Paul Kelly, proprietor of the combination eatery and boxing arena, was a bucket-load of contradictions. The name he went by was Irish; yet the gangster was an Italian whose real name was Paolo Antonio Vaccarelli. Well
quaffed and well spoken, Kelly played the part of the gangland dandy who could bang with the best of them.


According to Richard Harding Davis, Kelly was,

“exquisitely scented, wearing silk socks, silk ties to his tan shoes, with rings on his well-kept fingers…”




But Kelly’s manicured digits didn’t fool anyone in the know. A former flyweight boxer and catch-as-can wrestler of much renown, the leader of the Five Points Gang was always willing to throw down. Like the time Kelly floored Jake Shimsky, a 6 foot, 230 pound Eastman Lieutenant, with a left hook that put the giant’s brain to sleep.


Spoke Five Languages


To have said that Kelley was smart would have been an understatement. In addition to English, he spoke Spanish, French and Italian. To take advantage of a loophole, which legalized boxing matches in privately chartered athletic clubs, he opened the New Brighton Athletic Club in 1904 in a Civil War era stable located at 59 Great Jones.


A Gangland Nexus Is Born:

The New Brighton Athletic Club and Little Naples Cafe


Now free to hold bare-knuckle bouts without police interference, the customers flooded in. To feed his hardboiled clientele, Kelly opened up the Little Naples Cafe next door, and a gangland nexus was born. On any night, a hoodlum could find Chick Tricker, Louie the Lump, Kid Griffo, Rough House Hogan, 14th Street Biff Ellison, and the wrestler Leo Pardillo lounging around the bar.


Paul Kelly, Paolo Vaccarelli, Monk Eastman, Eat Em Up Jack McManus, Monk Eastman, Biff Ellison, Leo Pardillo, Five Points Gang

The Little Naples Cafe, 59 Great Jones St., was the headquarters of Paul Kelly’s Five Points Gang


Eat ‘Em Up Jack McManus


To keep the peace, Kelly brought in his best gorilla, the famed bar-room bouncer, Eat ‘Em Up Jack McManus, but even McManus couldn’t keep the peace, and the gunplay was regular.


In less than a year, Kelly’s bare fisted spaghetti kingdom began to unravel. Led by Chick Tricker, Jimmy Kelly, Jack Sirocco, and Biff Ellison, the mutinous troop of Five Pointers loaded up their gats and plotted to knockoff the boss.



Paul Kelly (right) poses with bar-room bouncer Eat ’em Up Jack McManus.


Five Points Lightning


The slugs started to fly just before dawn on May 26, 1905 when words between McManus and Tricker escalated into a full blown pistol duel in font of the Little Naples.


Dodging and weaving from stoop to stoop, McManus blasted a few slugs into Tricker’s calf and left him for dead in the gutter, but Eat ‘Em Up Jack Should have finished the job. Days later Kelly lost his greatest strong armer, when McManus was killed by a Tricker Assassin armed with a lead pipe.


Jack Sirocco and Chick Tricker’s Revenge


Months later Jack Sirocco came looking for revenge for Tricker’s shooting, and earned a bullet in his arm. With their leadership full of lead, the Tricker Sirocco gang sent another team of torpedoes to the Little Naples the following Thursday.


With barking pistols in their hands, Biff Ellison and Razor Riley stormed into the Little Naples spewing bullets. The attackers caught Kelly and his bodyguard Bill Harrington completely by surprise. A shot pierced Harrington’s lung killing him instantly. Another shot knocked Kelly’s hat from his head, and bullet sliced through the sleeve of his coat.


As the shots rang out, showgirls dove for cover, and the lights were doused. For five minuets Kelly and his attackers traded gunfire in the darkened bar. The Little Naples and New Brighton Athletic club were closed by the police shortly thereafter. With his clubhouse padlocked, Kelly changed his name back to Vacarelli, moved uptown, and remade himself as a labor racketeer.

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