QUIZ - Can You Identify These American Gangsters?

Gangsters are sometimes as audacious as they are violent, and the cat-and-mouse game they play with law enforcement has been selling newspapers for as long as newspapers have been printed. From the bootlegging gangs of the 1920s to the Mafia dons of today, this quiz will test your knowledge of American crime and find out how much you know about the colorful figures who have clawed their way to the top of the underworld tree.

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1
Which famous depression era-gangster had a funeral that attracted more than 20,000 people?
2
This bootlegger and kidnapper was known by the nickname "Machine Gun." What was his real name?
3
When the FBI created its Most Wanted List in 1950, this gangster's name was the first added to it. Who was he?
4
Las Vegas was already a thriving gambling mecca when this gangster "discovered" it in the 1940s. Who was he?
5
This legendary gangster was released from prison and deported to Italy because he helped the government during World War II. Who was he?
6
This gangster was a towering figure in the crime world for five decades and founded the notorious Murder Inc., but he only ever spent two months behind bars on a gambling charge. Who was he?
7
Which famous gangster was nicknamed "The Teflon Don" because of his ability to beat federal raps?
8
Which gangster earned a reputed $100 million per year in the 1920s while claiming to be a used furniture salesman?
9
This "Public Enemy Number One" was shot and killed outside a Chicago theater. Who was he?
10
Which African-American gangster formed The Council in 1972?
11
Which gangster replied "that's where the money is" when he was asked why he robbed banks?
12
Which Chicago gangster's last words were “Hello boys, you from Mike Merlo’s?”
13
Which notorious crime boss admitted to faking a mental condition to avoid prison?
14
Which mob enforcer confessed to participating in 19 murders but was only sentenced to five years in prison?
15
Which notorious 1970s drug lord said that he was brought down by a fur coat?
16
Which real life Mafia don was "The Godfather" character Vito Corleone based on?
17
Which famous gangster and gambler was accused of fixing the 1919 World Series?
18
Lucky Luciano rose to the top of the New York Mafia after arranging the murder of which legendary boss?
19
Which famous gangster was shot by a sniper while he was reading the Los Angeles Times?
20
Who was the only gangster designated "Public Enemy Number One" by the FBI to be captured alive?
21
Which Irish hitman allegedly confessed to killing union boss Jimmy Hoffa?
22
Which Mafia don was sentenced to 45 years in prison for distributing heroin worth $1.65 billion through a chain of pizza restaurants?
23
Which Mafia hitman was known as "The Ice Man" because he liked to freeze the bodies of his victims?
24
Who was the FBI agent who went undercover as a jewel thief named Donnie Brasco to take down the Bonnano crime family?
25
Who was the gang leader Al Capone allegedly targeted in what became known as the St. Valentine's Day Massacre?
26
Which Mafia boss was known as "The Gentle Don?"
27
Which Chicago crime boss was recruited by the CIA to help assassinate Fidel Castro?

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