Image: By FBI via Wikimedia Commons / By New York Police Department via Wikimedia Commons / Youtube
About This Quiz
A gangster, or mobster, as they are also called, is a criminal who partakes in his or her unlawful activity in a gang. Most gangs, especially back in the day, were said to be organized crime, meaning that they engaged in illegal activity to gain money and/or profit. The gangsters in this quiz are some of the best. The question is, do you know your mobster history enough to name them all?Â
Crime is nothing new to this world; in different countries, gangs are known by different names. In Italy, they were called the Cosa Nostra, in Russia, the Vory v Zakone, in China, the Triads and in Ireland, the Dead Rabbits. Of course, many countries also had their own versions of the Mafia as well. Emigration began to blur the lines and soon, the Cosa Nostra were in the USA, so were the Triads, the Whyos and the Five Points Gang.
But not all gangsters achieved greatness, for lack of a better word. Some of these gangsters have become so famous that books have been written and movies have been made chronicling their lives, illegal activities and sometimes, their legacies. People like Al Capone, Frank Costello, The Kray Twins and Lucky Luciano are some of the most notorious, and they're all in this quiz. Is a picture enough for you to identify them?Â
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Which gangster is this?
Ted Bundy
Ed Gein
Al Capone
Al Capone was an American crime boss and businessman who rose to power after gaining leadership of the Chicago Outfit. His seven-year reign during the Prohibition era came to an end after he was sentenced to 11 years in federal prison for tax evasion.
Charles Manson
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Public domain via Wikimedia Commons
Which gangster is this?
Baby Face Nelson
Baby Face Nelson, born Lester Joseph Gillis, was an American bank robber who committed a series of robberies in the 1930s. He died on Nov. 27, 1934, after he was shot by FBI agents, three of whom were killed by Nelson himself.
Pablo Escobar
Osama Bin Laden
Billy the Kid
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Which gangster is this?
James Earl Ray
Anthony Spiltoro
Nicknamed "Tony the Ant," this American mobster was an enforcer for the Chicago Outfit, whose job was to manage and protect the gang's illegal casino profits. He ran the casinos in Las Vegas, Nevada from the 1970s to the 1980s.
Jeffrey Dahmer
Tom Horn
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Which gangster is this?
Pablo Escobar
Vito Rizzuto
Also known as Teflon Don, Vito Rizzuto was the head of the Rizzuto crime family and the alleged leader of the Sicilian Mafia in Canada. Beginning in 2003 he was arrested multiple times and at one point served a five-year prison sentence.
Josef Mengele
Ottis Toole
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Which gangster is this?
Carlo Gambino
Known for being low-key and secretive, Carlo Gambino was a Sicilian-American mobster and former boss of the Gambino crime family. During his lifelong criminal career, he seized control of the Commission of the American Mafia in 1957.
Osama Bin Laden
Josef Mengele
James Holmes
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Which gangster is this?
Dennis Rader
David Berkowitz
Michael Swango
John Dilinger
John Dillinger was an American gangster who, along with a group of men known as the Dillinger Gang/the Terror Gang, allegedly robbed twenty-four banks and four police stations.
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Which gangster is this?
Reinhard Heydrich
Jesse James
Jospeh Colombo
Joseph Colombo was the boss of the Colombo crime family and founder of the Italian-American Civil Rights League, which under his guidance, grew quickly and gained national attention.
Dennis Rader
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Which gangster is this?
Osama Bin Laden
Ottis Toole
Pablo Escobar
Vito Genovese
This Italian-American Mafioso was an enforcer in the American Mafia who rose to power during the Prohibition period. He was referred to as the "Boss of all Bosses" and later ruled over the Luciano crime family, (later renamed the Genovese crime family) for twelve years.
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Which gangster is this?
Jeffrey Dahmer
Richard Ramirez
David Berkowitz
Meyer Lansky
This major organized crime figure was known for his strong influence in the Italian-American Mafia. During his nearly 50-year reign, he developed a gambling empire which stretched to Las Vegas, Cuba, The Bahamas and London.
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Which gangster is this?
Frank Bompensiero
As a Mafia hitman and Caporegime of the Los Angeles crime family, Frank Bompensiero made a name for himself for the numerous murders he committed on behalf of his superiors.
David Berkowitz
James Earl Ray
Michael Swango
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Which gangster is this?
Richard Ramirez
Ted Bundy
Mickey Cohen
Los Angeles based gangster, Mickey Cohen was the head of the Cohen crime family. During the Prohibition Era, he moved to Chicago where he ran a gambling operation and worked as an enforcer for the Chicago Outfit.
Ed Gein
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By Walter Albertin, World Telegram staff photographer via Wikimedia Commons
Which gangster is this?
John Wayne Gacy
Richard Ramirez
Jeffrey Dahmer
Stefano Magaddino
Sicilian mobster Stefano Magaddino, nicknamed "The Undertaker," was the head of the New York Buffalo crime family and a charter member of The Commission. He was the longest reigning boss in American Mafia history, having spent fifty years in the Buffalo underworld.
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Which gangster is this?
Richard Ramirez
Charles Manson
Carmine Galante
Also known as "Cigar" and "Lilo," Carmine Galante was an American mobster and head of the Bonanno crime family. He was murdered on July 12, 1979, at an Italian-American restaurant.
Klaus Barbie
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Which gangster is this?
David Berkowitz
James Earl Ray
Louis Campagna
Also known as "Little New York," this American gangster spent over thirty years as a high-ranking member of the Chicago Outfit. He passed away on May 30, 1955, having suffered a heart attack.
Michael Swango
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Which gangster is this?
Jeffrey Dahmer
Richard Ramirez
Vincent Gigante
Also known as Chin, this New York Italian-American Mafioso was the leader of the Genovese crime family from 1981 until his death in 2005. He spent his early years as a professional boxer, then as a Mafia enforcer of the Luciano family.
Osama Bin Laden
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Which gangster is this?
Jesse James
Ottis Toole
Santo Trafficante Jr.
Considered to be the most powerful mobster, Santo Trafficante Jr. was one of the last old-time Mafia bosses. He passed away at the age of 72 in 1987, one year after escaping conviction.
Reinhard Heydrich
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Which gangster is this?
John Wayne Gacy
Santo Trafficante Sr.
Sicilian-born mobster, Santo Trafficante Sr., was the head of the Mafia in Tampa, Florida during the 1930s until his death in 1954. He was a well-respected boss with ties to other powerful mobsters such as Thomas Lucchese.
Josef Mengele
Ottis Toole
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Which gangster is this?
Ottis Toole
Crio Terranova
Nicknamed the "Artichoke King," this New York gangster was a one-time underboss of the Morello crime family which he founded with his three brothers – Vincenzo and Nicolo Terranova and Giuseppe Morello.
Josef Mengele
Billy the Kid
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Which gangster is this?
Klaus Barbie
Joe Gallo
New York City gangster Joe Gallo was a member of the Profaci crime family, later called the Colombo crime family. He was the initiator of the First Colombo War and as a result, was murdered out of revenge on April 7, 1972.
Andrei Chikatilo
Reinhard Heydrich
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Which gangster is this?
David Berkowitz
Charles Manson
Ted Bundy
Henry Hill
Henry Hill was an American mobster who was affiliated with the Lucchese crime family between 1955 and 1980. To avoid execution from his crew or possible imprisonment, he became an FBI informant who led to 50 convictions of various mobsters.
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Which gangster is this?
Charles Manson
Russell Bufalino
Russell Bufalino, also known as McGee and "the Old Man," was a Sicilian-American Mafioso who ruled over the Bufalino crime family from 1959 to 1989. During his time as a crime boss, he played a significant role in the national Costa Nostra criminal organization.
Michael Swango
Ted Bundy
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Which gangster is this?
Albert Anastasia
This organized crime figure was one of the most feared hitmen of the Italian-American Cost Nostra era, a reputation which earned him the nicknames "the Mad Hatter" and "Lord High Executioner."
David Berkowitz
James Holmes
Tom Horn
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Which gangster is this?
Anthony Corallo
New York City mobster Anthony "Tony Ducks" Corallo was the head of the Lucchese crime family. He passed away on August 23, 2000, after serving 13 years of a 100-year federal prison sentence.
Andrei Chikatilo
Michael Swango
Pablo Escobar
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Which gangster is this?
James Earl Ray
Josef Mengele
John Wayne Gacy
Tommy Lucchese
Sicilian-born American gangster Tommy Lucchese, was a founding member of the American Mafia and, after starting out as an underboss, moved up the ranks and soon became head of the Lucchese crime family from 1951 to 1967.
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Which gangster is this?
Ottis Toole
Osama Bin Laden
Richard Ramirez
Bugsy Siegel
This Jewish American mobster was considered one of the most feared and infamous gangsters of his day. During this time, he was one of the founders and leaders of the Murder, Inc. and played a prominent role in the development of the Las Vegas Strip.
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Which gangster is this?
Ed Gein
Ted Bundy
John Gotti
As the head of the Gambino crime family, John Gotti became one of the most powerful and feared crime bosses in the world. His crime family earned millions of dollar a year through numerous illegal activities such as extortion, drug trafficking and hijacking.
Pablo Escobar
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Which gangster is this?
David Berkowitz
Billy the Kid
Johnny Stompanato
Former United States marine, Johnny Stompanato Jr., turned to a life of crime, after becoming a bodyguard and enforcer for the head of the Cohen crime family, Mickey Cohen. He was murdered in 1958, after being stabbed to death by actress Lana Turner's daughter, Cheryl Crane.
Andrei Chikatilo
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Which gangster is this?
Machine Gun Kelly
Born George Kelly Barnes, this American gangster was a Prohibition-era gangster whose crimes included armed robbery and bootlegging. His nickname was derived from his favorite weapon, the Thomas submachine gun.
David Berkowitz
Charles Manson
Richard Ramirez
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Which gangster is this?
Pablo Escobar
Whitney Bulger
Former organized crime boss James Joseph "Whitey" Bulger was the head of the Winter Hill Gang. After being tipped off by former FBI handler John Connelly, Bulger went into hiding and was arrested sixteen years later on June 22, 2011.
Charles Manson
Andrei Chikatilo
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Which gangster is this?
Klaus Barbie
John Wayne Gacy
Billy the Kid
Bugs Moran
Bugs Moran, born Adelard Cunnin, was a Chicago Prohibition-era gangster. As a member of the North Side Gang, he frequently crossed paths with the rival South Side Gang, led by Al Capone.
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By FBI via Wikimedia Commons
Which gangster is this?
Jeffrey Dahmer
Osama Bin Laden
Billy the Kid
Roger Touhy
This Irish-American mob boss and bootlegger was well-known for being framed for the fake kidnapping of John Factor, for which he spent 26 years in prison. Shortly after his release, he was murdered by hitmen of the Chicago Outfit.
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Which gangster is this?
Andrei Chikatilo
Angelo Bruno
During the two decades spent as the head of the Philadelphia crime family, this Sicilian-American mobster earned himself the nicknames "The Gentle Don" and "the Docile Don" due to his preference for reconciliation over violence.
John Wayne Gacy
James Earl Ray
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By Walter Albertin, World Telegram staff photographer via Wikimedia Commons
Which gangster is this?
Joe Profaci
Giuseppe Profaci was an Italian American Mafioso and member of the New York La Cosa Nostra. He, later on, established the Profaci crime family, which he ruled over for more than three decades.
Klaus Barbie
Ted Bundy
Michael Swango
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Which gangster is this?
Pablo Escobar
Ronnie Biggs
This English thief was well known for his participation in the 1963 Great Train Robbery. After escaping prison in 1965, he spent the next thirty-six years as a fugitive and fathered four children.
Dennis Rader
Jim Jones
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Which gangster is this?
John Wayne Gacy
Paul Vario
American mobster Paul Frank "Paulie" Vario, was a made man and caporegime of the Lucchese family. As a caporegime, he led his own crew of mobsters in Brooklyn, New York.
Andrei Chikatilo
Josef Mengele
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Which gangster is this?
Josef Mengele
John Wayne Gacy
Ed Gein
Raymond L.S. Patriarca Sr.
Raymond Patriarca was a longtime boss of the Patriarca crime family; for more than three decades, to be exact. He was one of the most powerful mobsters in the U.S., whose influence extended throughout New England during his reign.
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Which gangster is this?
Reinhard Heydrich
Jesse James
Frank Costello
This Italian-American crime boss was one of the most powerful and influential mafia bosses, eventually earning the nickname "The Prime Minister of the Underworld." As the head of the Luciano crime family, he owned a large gambling empire which stretched across the United States.
Billy the Kid
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Which gangster is this?
Sammy Gravano
Jesse James
Richard Ramirez
James Colosimo
Born Vincenzo Colosimo, this American Mafia crime boss gained power through petty crimes and creating a chain of brothels. Before his death, he led a gang of criminals which would later be known as the Chicago Outfit.
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Which gangster is this?
Reinhard Heydrich
Mad Dog Coll
Vincent "Mad Dog Coll" was an Irish-born American mob hitman during the early 1920s until his death in 1932. He earned his nickname due to the alleged accidental killing of a 5-year-old during a mob kidnap attempt.
Sammy Gravano
Klaus Barbie
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Which gangster is this?
Pablo Escobar
Jeffrey Dahmer
Ronald Kray
Ronald "Ronnie" Kray was the younger of the Kray twins who were involved in a string of organized crimes alongside their gang "The Firm." As a nightclub owner, he became popular, having interacted with many celebrities and appearing on television interviews.
Reinhard Heydrich
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Which gangster is this?
Sam Giancana
Salvatore "Sam" Giancana was a Sicilian-American mobster who led the Chicago Outfit from 1957 – 1966. Giancana was murdered on the night of June 19, 1975, after being shot in the back of the head and then six more times in his face and neck.
Ed Gein
James Earl Ray
Jesse James
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Which gangster is this?
Sammy Gravano
Dean O'Banion
This American gangster was known as the founder and leader of the North Side Gang, which thrived during the Prohibition period. He was a participant in the Chicago bootlegging wars of the 1920s, rivaling Johnny Torrio and Al Capone.
Pablo Escobar
Lucky Luciano
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Which gangster is this?
Jeffrey Dahmer
Lucky Luciano
Klaus Barbie
Tony Accardo
This longtime American mobster spent eight decades of his life a member of the Chicago Outfit. During his time with the gang, he started out as a small-time hoodlum, and by 1972 became the final authority of the group.
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By New York Police Department via Wikimedia Commons
Which gangster is this?
Osama Bin Laden
Ed Gein
Joe Masseria
Giuseppe "Joe the Boss" Masseria was the boss of the now called Genovese crime family in New York. He was the initiator of the Callamarese War; a bloody power struggle between Joe Masseria and Salvatore Maranzano.
Lucky Luciano
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Which gangster is this?
Lucky Luciano
Ed Gein
James Burke
James Burke, also known as "Jimmy the Gent" and "the Irishman," was an American gangster and associate of the Lucchese family, who was believed to be the brains behind the 1978 Lufthansa heist.
James Holmes
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Which gangster is this?
Ed Gein
Ted Bundy
Reginald Kray
English gangster Reginald Kray, who, along with his younger identical twin brother, was involved in a series of organized crime with the help of his gang, the Firm. These crimes included armed robberies, assaults, protection rackets and arson.
Charles Manson
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Which gangster is this?
Danny Greene
This American mobster was well-known for his participation in the war with the Cleveland Mafia which took place throughout the 1970s. He was allied with the Cleveland mobster John Nardi, and eventually set up his own group, the Celtic Club.
Jesse James
Reinhard Heydrich
Sammy Gravano
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Which gangster is this?
Pablo Escobar
Dawood Ibrahim
Not your typical gangster, Dawood Ibrahim was an Indian and designated terrorist who is wanted on various charges including murder, extortion, drug trafficking, targeted killing, and terrorism. As of 2011, he was listed number three on the "World's 10 Most Wanted Criminals".
Ted Bundy
Ed Gein
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Which gangster is this?
Sammy Gravano
Owney Madden
Irish-American underworld figure Owen Vincent Madden started his life of crime as a member of the Gopher Gang in New York. He earned his nickname as "The Killer" after the gunning down of an Italian gang rival in the streets.
John Wayne Gacy
Billy the Kid
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Which gangster is this?
James Holmes
Lucky Luciano
Billy the Kid
Frank Nitti
Born Francesco Raffaele Nitti, this Italian-American mobster was Al Capone's top henchman who later on succeeded him after his death. As the enforcer, he was in charge of all the strong arm and "muscle" operations.
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You Got:
/50
By FBI via Wikimedia Commons / By New York Police Department via Wikimedia Commons / Youtube