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 Mafia and The Mob Quizzes, Trivia and Puzzles
 Mafia and The Mob Quizzes, Trivia

Mafia and The Mob Trivia

Mafia and The Mob Trivia Quizzes

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15 quizzes and 165 trivia questions.
  Good Deeds of Bad Men editor best quiz   best quiz  
Multiple Choice
 10 Qns
A tip of the hat to the occasional decent acts performed by leaders of organized crime. Although they may have been quite genuine in their more admirable work, we should hesitate before pronouncing any of them truly honorable.
Tough, 10 Qns, stuthehistoryguy, Jul 19 07
stuthehistoryguy gold member
5886 plays
  Mafia Knowledge   great trivia quiz  
Multiple Choice
 10 Qns
How much do you know about the mafia in America?
Average, 10 Qns, castzpg, May 26 22
May 26 22
7417 plays
  Non-Italians in Organized Crime   best quiz  
Multiple Choice
 10 Qns
Giancana, Capone, Luciano, Gambino...all these familiar Italian names are easily recognizable as Mafiosi. But organized crime also had its fair share of non-Italians. Try to identify as many as you can!
Average, 10 Qns, rocco6557, Dec 21 15
3112 plays
  Four Mafia Bosses to Remember   great trivia quiz  
Multiple Choice
 15 Qns
Mafia bosses have often been seen as shadowy, powerful men. The four featured in this quiz- Albert Anastasia, Joe Colombo, John Gotti, and Joe Bonanno - were flamboyant and flighty.
Tough, 15 Qns, keithkomodo, Jun 21 09
1529 plays
  Mafia Nicknames   popular trivia quiz  
Multiple Choice
 15 Qns
Choose the nickname these organized crime 'wiseguys' were known by.
Average, 15 Qns, dave_fl, Jan 30 09
7349 plays
  Mafia Bosses   popular trivia quiz  
Multiple Choice
 10 Qns
Get all the answers right . . you get 100 points. Then again, you might know too much. Remember, we know where you live.
Tough, 10 Qns, MongolianStomper, Sep 09 04
5717 plays
  Mobsters and Their Fate   great trivia quiz  
Multiple Choice
 10 Qns
I'll name the mobster and you pick his cause of death.
Average, 10 Qns, subsquid, Mar 11 18
Mar 11 18
469 plays
  The Devious Minds of Organised Crime   great trivia quiz  
Multiple Choice
 15 Qns
"Three or more people acting in concert to commit one or more serious crimes for material benefit": that is the UN definition of organised crime. These questions look at a worldwide phenomenon.
Tough, 15 Qns, darksplash, Apr 20 13
1293 plays
  Mafiosi and the Mob: Part 1   popular trivia quiz  
Multiple Choice
 10 Qns
From Capone to Gotti, the mafia has had a fascinating history and so I thought as my first quiz I should try the mob, so I hope you enjoy it.
Average, 10 Qns, jesus_rocks, Jul 26 10
3469 plays
  Mafiosi and the Mob: Part 2   popular trivia quiz  
Multiple Choice
 10 Qns
For those of you who enjoyed my first quiz, I hope you enjoy this mafia quiz as well. I felt there were still a lot of good questions that could be asked about the mafia, so good luck.
Tough, 10 Qns, jesus_rocks, Jun 17 06
2380 plays
trivia question Quick Question
How did Charles "Lucky" Luciano die?

From Quiz "Mobsters and Their Fate"

  Nicknames Of Mob/Mafia Members    
Multiple Choice
 10 Qns
This is a quiz on nicknames of Mafia members. Some are comical which make these guys seem like average people. Let's not forget how deadly they all are/were.
Difficult, 10 Qns, feedyourhead, Dec 10 14
482 plays
  Mafiosi and the Mob: Part 3    
Multiple Choice
 10 Qns
Having completed my first two mafia quizes some time ago, the time now felt right for a 3rd. I hope this quiz is enjoyed as much as the first two.
Tough, 10 Qns, jesus_rocks, Nov 06 11
580 plays
  Mafia Dons By Region    
Multiple Choice
 10 Qns
Tell me the name of the real-life godfather whose 'territory' I have listed.
Average, 10 Qns, hank2001, Sep 25 16
3648 plays
  Mob Wives and Mistresses    
Multiple Choice
 10 Qns
"Behind every great man is a great woman." Apparently, behind every crummy man too.
Average, 10 Qns, Billkozy, Mar 31 19
Mar 31 19
280 plays
  Global Organized Crime    
Multiple Choice
 10 Qns
You shall be tested in your knowledge of organized crime, not just in the Northern Hemisphere but across the globe. Have Fun!
Difficult, 10 Qns, Yankeegirl742, Jan 24 16
834 plays

Mafia and The Mob Trivia Questions

1. Born April 11, 1897, Mary Josephine Coughlin, known as 'Mae', had married what mobster and subsequently told their son many times, "not to do what your father did. He broke my heart." Who was her notorious gangster husband?

From Quiz
Mob Wives and Mistresses

Answer: Al Capone

After three years of marriage, Mae had grown so fed up with Al's cheating on her that she dyed her hair bleach blonde to match Capone's current 15-year-old mistress's hair color. Apparently he had all his girlfriends dye their hair blonde.

2. What caused Arnold "The Brain" Rothstein to meet his maker (die)?

From Quiz Mobsters and Their Fate

Answer: Murdered

Rothstein was born on January 19, 1882 in New York, New York. On November 4, 1928, he was shot during a meeting at the Park Central Hotel in Manhattan. He survived the initial shooting, but died two days later on November 6. Rothstein is famous amongst baseball fans as the mobster who paid the Chicago White Sox to lose the 1919 World Series. That event would come to be known as "The Black Sox" scandal.

3. Sam Battaglia was a member of the Chicago mob. What was his nickname?

From Quiz Nicknames Of Mob/Mafia Members

Answer: Teets

Sam "Teets" Battaglia signed on with Johnny Torrio and Al Capone when a gang war broke out with the Irish North Side Gang. Capone and Torrio were bosses at the time. Battaglia became a high ranking member of the mob by the late 1930s and was also a loan shark that you didn't want to fool around with. If you were merely behind in your payments to him, you would be ushered into the back room of a restaurant in Chicago named Casa Madrid. There you would face him and be either half or fully beaten to death. The nickname "Teets" came from one of those times a debtor was being beaten. Another mob guy who witnessed the savage thrashing of a debtor, had the nerve to question how Battaglia was handling the guy who owed him. Battaglia became angry and yelled at him. He screamed "Shaddup, or I'll bust ya in da teets!" By "teets" he obviously meant teeth. That's the story of how his nickname came about.

4. Which mob boss was known as the "Mad Hatter"?

From Quiz Four Mafia Bosses to Remember

Answer: Albert Anastasia

An appropriate nickname for Anastasia, who was considered to be crazy by his fellow mob members. Gotti was known as the 'Teflon Don' for his penchant to escape conviction in court, despite his high profile actions and the strong evidence against him; and also as the 'Dapper Don' for his penchant for fancy dressing. Joe Bonanno was referred to as 'Joe Bananas', a take-off on his name that aptly described many of his actions.

5. Al Capone was one of the the most infamous American gangster of the 20th Century and he engaged in many nefarious activities. But as Prohibition neared an end, his gang cornered the market in an essential legal commodity. What was it?

From Quiz The Devious Minds of Organised Crime

Answer: Milk

In 1930, with Prohibition about to end, Capone needed a new source of income. Noting that the mark-up on milk was better than that on illegal booze, he kidnapped the president of the local Milk Wagon Drivers' Union. With the $50,000 ransom, he set up a rival business and, by using non-union drivers, undercut the other suppliers and soon had a monopoly. As Paul Lunde noted in 'Organized Crime: An Inside Guide To The World's Most Successful Industry'*, "Al Capone's Meadowmoor Dairies fixed the price of milk in Chicago and pioneered the concept of sell-by dates. It was a rare example of a gangland takeover that created a social benefit." (*Main source for this quiz).

6. What is fuel racketeering?

From Quiz Global Organized Crime

Answer: The stealing of state and federal excise taxes.

Fuel racketeering is the rather mundane desire not to pay taxes, and the sometimes extraordinary lengths that people will go to avoid paying them. The origins of this lies in New York, among the Russian mob.

7. Arthur Flegenheimer operated one of the biggest bootlegging, rum-running, and gambling operations in New York. By what name was he better known?

From Quiz Non-Italians in Organized Crime

Answer: Dutch Schultz

The "Dutchman", as he was also known, was a thorn in the Italian mafia's side. When Schultz decided he wanted New York prosecutor Thomas Dewey killed, the mafia--fearing unwanted publicity--had Schultz killed instead on October 23, 1935.

8. When Italian gangsters first came to America in the early 20th century and started extortion rackets, what name were they known by?

From Quiz Mafiosi and the Mob: Part 2

Answer: The Black Hand

They were known as The Black Hand, because when they sent extortion letters to businesses they would put a black hand on the paper. These Gangs terrorised shops and businesses in the Italian sectors of cities.

9. It is widely known that Capone was sentenced to eleven years for tax evasion, but how long to the nearest year did he actually spend in prison for this?

From Quiz Mafiosi and the Mob: Part 1

Answer: 7

By the time Capone was released he was so deranged from severe syphilis that he spent almost six months in hospital for treatment before being released. He died aged 48 on January 25th, 1947.

10. Little Nicky Scarfo was the bloodthirsty head of what city's mob in the early 1980s?

From Quiz Mafia Bosses

Answer: Philadelphia

Ratted out by members of his own gang, Nicky sits in the pen; as of May 2001, the remnants of the Philly mob face trial as former boss turned stool pigeon Ralph Natale does them in too.

11. Start off with an easy one. Al________Capone

From Quiz Mafia Nicknames

Answer: Scarface

Received scar in a bar fight. No one EVER called him that to his face.

12. Virginia Hill, nicknamed "the Flamingo" was the mistress of this mobster who named his Las Vegas casino after her.

From Quiz Mob Wives and Mistresses

Answer: Bugsy Siegel

You might not know it from the famous movie "Bugsy" in which Annette Bening played Virginia Hill to Warren Beatty's Bugsy Siegel, but Ms. Hill was something of a racketeer herself before, during and after her Siegel liaison. While working at Chicago's San Carlo Italian Village, she met Joe Epstein, Al Capone's bookmaker which led to her becoming a mistress, cash carrier, money launderer and spy for some of the era's leading racketeers. She laundered money at the horse track and lured men into placing bets on fixed boxing matches.

13. How did Charles "Lucky" Luciano die?

From Quiz Mobsters and Their Fate

Answer: Heart Attack/Stroke

Lucky was born on November 11, 1897 in Sicily, Italy. Luciano passed away from a heart attack on January 26, 1962 while walking through the Naples International Airport with American movie producer Martin Gosch. Gosch was in Italy to discuss Luciano's life for a movie he was producing about him. Unbeknownst to Luciano, Italian drug agents were following him with the intent of arresting him on drug smuggling charges. Lucky had been deported to Italy in 1946. Thomas Dewey commuted Luciano's 30-50 year sentence and had him deported to Italy because he had helped the U.S. Navy during WWII against Italy.

14. Greg Scarpa was the brother of a mob guy named Salvatore Scarpa. Sal was most likely the guy who introduced Greg to the mob. What was Greg's nickname?

From Quiz Nicknames Of Mob/Mafia Members

Answer: The Grim Reaper

Greg "The Grim Reaper" Scarpa was a capo (captain) for the Colombo crime family out of New York. Unbeknownst to the family, Scarpa was at one time also an FBI informant. From the 1970s to 1980s, he was the chief enforcer for Carmine Persico who was a boss for the Colombo family. In 1991 it was known that Scarpa was responsible for three murders at the minimum. He was a powerful, slick, and brutal man which earned him his nickname. Another reason was that he would actually leave the number "666' on the pagers of people that he killed. The number "666" is known as "The Number Of The Beast" according to the bible.

15. Which gangster was boss of what later came to be named the Gambino family, before Albert Anastasia?

From Quiz Mafiosi and the Mob: Part 3

Answer: Vincent Mangano

Vincent Mangano became boss of his family in 1931 after the Castellammerse war. He led his family until 1951. His family, beside being involved in countless illegal activities, quickly came to dominate the Brooklyn docks and, along with Frank Costello, took over the private garbage-carting companies in New York. Mangano disapeared in 1951 presumably murdered by his psychopathic under boss Albert Anastasia. Anastasia would in turn be murdered in 1957, leading to the rise of Carlo Gambino.

16. Which mob boss kept an apartment solely for storing his clothes collection?

From Quiz Four Mafia Bosses to Remember

Answer: Joe Colombo

Two decades before Gotti paraded around in Armani suits, Joe Colombo was known for wearing $1000.00 outfits in the late 1960's and early 1970's. He would change clothes several times during the day, and kept an apartment just for that purpose.

17. In the early part of the 20th Century, a gang that was literally a family, dominated organised crime in London. What was their name?

From Quiz The Devious Minds of Organised Crime

Answer: Sabini

The five Sabini brothers were of half Scottish-half Italian descent. They dominated organised crime in London between 1918 and 1939, often fighting bloody battles with rivals. As well as running nightclubs, gambling dens and protection rackets, the Sabinis were behind the theft of gold bullion from Croydon airport in March 1936.

18. When was Pablo Escobar born?

From Quiz Global Organized Crime

Answer: 1949

Pablo Escobar was the ruthless kingpin of the Medellin drug cartel. He was killed in the early 1990's in a hail of bullets by Colombian police. U.S. authorities helped out in this by tracing a long phone call he had made to his wife.

19. In what year was the infamous St Valentine's Day massacre?

From Quiz Mafiosi and the Mob: Part 2

Answer: 1929

The St Valentine's Day massacre was the culmination of a bitter gang war that had ravaged Chicago for years. It was between Al Capone's gang and an Irish gang under Bugs Moran. The massacre itself occurred when four of Capone's men, two of whom were disguised as police officers, burst into one of Moran's warehouses and killed seven of Moran's men on February 14, 1929.

20. Who was head of what became known as the "Chicago Outfit" before gangsters Johnny Torrio and Al Capone?

From Quiz Mafiosi and the Mob: Part 1

Answer: Jim Colosimo

Colosimo was primarily involved in brothel-keeping in Chicago along with Torrio until he decided not to get involved with bootlegging. Torrio, realising the potential fortune to be made, sent a hood by the name of Al Capone to kill him, which he did, leaving Torrio and Capone in charge of Colisimo's empire.

21. 'Goodfellas' anti-hero Henry Hill worked for what New York mafia family for most of his career?

From Quiz Mafia Bosses

Answer: Luchesse

Now the former canary has his own website. What's this world comin' to?

22. Judith Campbell Exner was the first of President John F. Kennedy's mistresses to be publicly identified, and was also the lover of Mafia bosses John Roselli and which other more well-known mob man?

From Quiz Mob Wives and Mistresses

Answer: Sam Giancana

Frank Sinatra was the one who introduced Judith to a JFK while he was a Massachusetts senator campaigning for the presidency. Sinatra also introduced her to a businessman named Sam Flood, aka gangster Sam Giancana.

23. What was the cause of John "Teflon Don" Gotti's death?

From Quiz Mobsters and Their Fate

Answer: Cancer

Gotti was born on October 27, 1940 in The Bronx, New York City. In 1998, Gotti was diagnosed with throat cancer. The tumor was removed, but the cancer returned two years later. He passed away on June 10, 2002. Gotti was serving a life sentence without the possibility of parole for five murders, conspiracy to murder, loansharking, illegal gambling, obstruction of justice, bribery, and tax evasion. It took the jury 14 hours to find him guilty of all charges. After his guilty verdict, the FBI director in New York City told the press: "Teflon Don is gone. The don is covered with Velcro. All the charges stuck."

24. Paul Ricca, born "Felice DeLucia", was a member of the Chicago mob. Early on, while still in Italy, he had already murdered a guy. What was his nickname?

From Quiz Nicknames Of Mob/Mafia Members

Answer: The Waiter

Paul "The Waiter" Ricca was born in Naples, Italy in 1915. He murdered Emilio Parrillo there and was sentenced to only two years in prison. Vincenzo Capasso, who was from Sicily, saw Ricca kill the guy and ratted him out. Then he foolishly testified against him in court. Later on Ricca killed Capasso. He then found it necessary to change his name. He decided on Paolo Maglio and left Naples for Apricena, Italy. From there he managed to get to France where he got on a boat and headed for New York via Cuba. In Cuba he met Joseph "Diamond Joe" Esposito who was a bootlegger and also owned a Chicago restaurant. Ricca became maitre d'hote at Esposito's restaurant and that's how he became known as "The Waiter" but he hated his nickname. Paul was a puzzle to those around him. He was a heartless and cold killer yet he never cursed, appeared to be somewhat educated, and had incredibly good manners. If he told a story it was always clean without vulgarity. Paul even appeared to be sensitive and would cry when he heard about a fellow mobster's wife having a baby. Paul had a lot of money so he was able to fit in with the upper crust of society if he wished to. In an article written about him By John William Tuohy it was said that "Ricca was able to slip in and out of Chicago's elite society "like cashmere around a leper".

25. The family of Murray Humphreys, one of the Chicago outfit's smartest and most important men till his death in 1965, were from which country?

From Quiz Mafiosi and the Mob: Part 3

Answer: Wales

Murray 'The Hump' Humphrey's is a very unusual individual in the history of the mafia. He is the only significant Welsh gangster to be involved with the mafia. Due to the Chicago outfit allowing non-Italians to join and his incredible intelligence, he quickly rose to the top in the 1930s along with Tony Accardo, Paul Ricca and Johhnny Rosselli. They helped make the Chicago outfit massively powerful from Hollywood to Washington. Murray Humprey's was the brain's behind many of their money making schemes. Nicknames given to him by his associates included 'Mr Einstein' and 'The Brainy Hood'. Al Capone reportedly described how "Anybody can use a gun. 'The Hump' can shoot if he has to, but he likes to negotiate with cash when he can." Murray shied away from attention and advised his associated to do the same.

26. Which mob boss is strongly believed to have staged his own kidnapping?

From Quiz Four Mafia Bosses to Remember

Answer: Joe Bonanno

All evidence points to Bonanna faking his own kidnapping the night before he was scheduled to go before a grand jury. Despite his being at odds with the other New York bosses, who wanted to oust him from power, he was out with no bodyguards and the alleged kidnappers left a living witness at the scene. Wiretaps revealed that the other families knew nothing about a kidnapping, and his own underboss was heard to state that Bonanna did it to avoid indictments or contempt charges from the grand jury. Joe Columbo, as an underboss of the then named Profaci family, was one of five members kidnapped by a rival faction led by Crazy Joey Gallo. He earned the respect of his kidnappers when, as they were being initially abusive, he demanded that they treat he and the others with respect. If they had to shoot them, fine, but until then they were to be treated like men.

27. Organised crime was traditionally a male preserve, but in Britain from the 1890s to the 1960s, a gang of women was in active operation. What name was given to them by the law?

From Quiz The Devious Minds of Organised Crime

Answer: The Forty Thieves

The Forty Thieves were a structured gang of shoplifters operating in South London. They worked in pairs and groups to raid the capital's stores. Admission to the gang only came on the death or marriage of an existing member.

28. What is the Russian equivalent to being a "Made Man"?

From Quiz Global Organized Crime

Answer: Thieves in Law

The top thieves or "Vory" are portrayed as "Godfather" like figures. They trace their roots to the Soviet prison system that was established by Joseph Stalin in the 1930's. They maintain their own rules and reject involvement with the legitimate world.

29. Although he was close friends with Bugsy Siegel, this financial wizard of the mob world gave his tacit agreement to Charles "Lucky" Luciano to have Siegel killed. Who was it?

From Quiz Non-Italians in Organized Crime

Answer: Meyer Lansky

Born Majer SuchowliƱski, Meyer Lansky was the man that gangsters turned to for money laundering and Swiss bank accounts. He lived to the unheard of (for gangsters, that is) age of 80 years old.

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Last Updated May 18 2024 5:45 AM
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