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Vanessa Richardson
Foreign this is Crime House. During the week of June 19, 1975, Chicago mobster and CIA collaborator Sam Mooney Giancana was shot dead by an unknown assassin. 28 years earlier, on June 20, 1947, Bugsy Siegel, a Hollywood socialite, casino mogul and notorious Mafia hitman, was murdered by a sniper hiding outside his Beverly Hills mansion, making this week's theme Mob Murders. Welcome to Crime House the Show. I'm Vanessa Richardson. Every Monday we'll be revisiting notorious crimes from this week in history. From serial killing to mysterious disappearances or murders, Every episode will explore stories that share a common theme. Each week we'll cover two stories, one further in the past and one more rooted in the present. Here at Crime House. We know none of this would be possible without you, our community. Please support us by rating, reviewing and following Crime House the Show wherever you get your podcasts and for ad free and early access to Crime House the Show plus exciting bonus content, subscribe to Crime House plus on Apple Podcasts. This week's theme is Mob Murders. First, we'll start on June 19, 1975, when Al Capone's Sam Mooney Giancana was assassinated in Chicago before he could spill his Mafia secrets to Congress. Then we'll jump back to the same week in 1947 to Beverly Hills, California, when hothead gangster Bugsy Siegel finally wound up on the wrong side of a gun. Both of today's subjects made millions of dollars in the business of organized crime and took pleasure in murdering anybody who stood in their way. But they couldn't outrun their enemies forever, and it was just a matter of time until karma caught up to these killers. All that and more coming up. Foreign hey everyone, Vanessa Richardson here. I'm narrating the first audiobook from Crime House Studios called Murder in the Media. Told through the lens of five heart pounding murder cases, this thrilling audiobook traces the evolving and sometimes insidious role the media has had in shaping true crime storytelling. Murder in the Media is a Crime House original audiobook. Find it now on Spotify.
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Vanessa Richardson
From first steps to first dates, from all nighters to all time personal bests.
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Vanessa Richardson
Life for all the big and small moments that make up your whole world. DSW is there and we've got just the shoes. Find a shoe for every you from brands you love at bragworthy prices at your DSW store or dsw.com a little after 10pm On June 19, 1975, 67 year old Sam Giancana, who friends called Mooney, was cooking up a late night snack at his bungalow in Oak Park, Illinois. At some point later in the evening, a guest dropped in to see him. We don't know who it was, but they must have been someone Sam trusted. He let them in, no questions asked, then returned to the kitchen where he was frying up some Italian sausages and peppers. While Sam's back was turned, his guest pulled out a.22 caliber pistol and shot him in the back of the head. A Once Sam was sprawled out on the floor, the killer placed the gun under Sam's chin and fired five more times, ending the life of one of America's most notorious mobsters. Sam Giancana was born on May 24, 1908 to a pair of Sicilian immigrants. They lived in one of Chicago's poorest neighborhoods called the Patch. It was a rough area and Sam's home life wasn't any better. His mother died when he was 2. That left Sam and his siblings alone with their father, a street cart vendor and violent alcoholic. Although Sam's dad was abusive towards all three kids, Sam got the worst of it and by the time he was 10 years old in 1918, Sam had had enough. He ran away from home and spent a year sleeping in abandoned cars and stealing scraps to get by. But the whole time he was eager to find a new group of people to call family. Soon he found what he was looking for in a gang. The Patch, where most of the Italians lived, bordered an Irish neighborhood. There was a lot of bad blood between the two groups, leading to a lot of street brawls. In this rough and tumble environment, neighborhood boys formed gangs to defend their turf. The most fearsome gang in the Patch was called the first 42s, and in 1919, 11 year old Sam became their newest member. Together, the 42s stole cars and fought rival gangs all over Chicago. Despite being only 11 years old, one of Sam's favorite pastimes was whipping stolen cars down the road, then taking a sharp turn so the vehicle ended up balancing on two wheels. Soon the 42s made him the driver for all their jobs. They also gave him a nickname that would follow him for the rest of his life, Mooney. Because he was the craziest of the bunch. Over the next six years, Sam worked his way up in the 42s and became just as notorious for his aggressive fighting as he was for his wild driving. And by 1925, the 17 year old's antics caught the attention of the gang of an up and coming Chicago crime boss named Al Capone. Prohibition was in full force and Capone had built a formidable bootlegging operation that supplied the west and south sides of Chicago with illegal alcohol. Now Capone was looking to expand his territory, which meant he needed more manpower. Sam, now a hardened criminal, came highly recommended. But first he needed to prove himself. In Sam's first assignment for Capone, he shot and severely injured a rival gang leader who took the hint and left town. In the next, Sam chased one of Capone's enemies through the streets of Chicago by car, then pulled up alongside him and shot the man dead. Sam was even rumored to have taken part in the infamous St Valentine's Day massacre when seven of Capone's competitors were executed in a Chicago garage by assassins disguised as police. With his rivals out of the picture, Capone was able to consolidate his control over the city's gangs and become the king of the Chicago underworld. And he was grateful to Sam for helping him get there. By the early 1930s, 24 year old Sam was a full fledged member of Capone's gang known as the Chicago Outfit. He dressed in fancy suits and carried a revolver in his pocket, running illegal distilleries and gunning down anyone who got in his way. But the good times didn't last forever. In 1932, Al Capone was sentenced to 11 years in prison for tax evasion. With their boss behind bars, Capone's successor, Frank Nitti, took over running the outfit. And although Prohibition ended in 1933, Sam continued to be a valuable asset to the group. Because while they weren't running illegal distilleries anymore, they had plenty of other illicit businesses to keep afloat. And they needed Sam's help to do it. And so for the next seven years, Sam continued to rise in the ranks. But he didn't know he was about to follow in his idol's shackled footsteps. In 1939, when Sam was 31 years old, Federal agents raided one of the gang's illegal businesses. Sam was arrested and sentenced to four years at the Leavenworth prison in Kansas. But he didn't pass the time quietly. Instead, he got familiar with a new and very lucrative criminal enterprise. One of Sam's cellmates was a black Chicago man named Eddie Jones, who was in Leavenworth for tax evasion. The two Chicagoans struck up a friendship and eventually Jones told Sam about one of his operations. He explained it was a popular underground lottery known as Policy that ran on Chicago's south side. Jones and the other people in charge of Policy were making millions of dollars a year running rackets. When Sam Left prison in 1942, the 34 year old was determined to help the Chicago outfit get a cut of the Policy game. And he didn't care if he had to tear down his friend to do it. Eddie Jones got out of jail four years later in 1946. That year, 38 year old Sam had his men travel to the south side and kidnap Jones in broad daylight. They locked him up in a basement, where Sam came to visit his old prison pal. He gave Jones an ultimatum. Give the Policy operation to the Chicago outfit or die. It didn't take long for Jones to make his decision. He told his lieutenants they were now reporting to Sam giancana. By the 1950s, Sam Giancana was one of the Chicago outfit's top earners. He brought in enormous amounts of cash through gambling protection rackets, union contracts, loan sharking, and countless other criminal enterprises. But things weren't all smooth sailing. During that same period, the outfit went through multiple changes in leadership as different bosses were killed, sent to prison, or fled the country to avoid prosecution. By 1957, at the age of 49, there was only one person left who had the skills to take charge. That year, Sam became the leader of the Chicago outfit and he was gonna milk it for all it was worth.
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Vanessa Richardson
Hey, everyone, Vanessa Richardson here. I've got an exciting announcement. I'm narrating the first audiobook from Crime House studios called Murder in the Media. Told through the lens of five heart pounding murder cases, this thrilling audiobook traces the evolving and sometimes insidious role the media has had in shaping true crime storytelling. From the discovery of America's first serial killer, to the shocking murder of a Hollywood legend, to a chilling disappearance that captivated the nation, each of these stories will change how you think about the relationship between the media and true crime forever. Murder in the Media is a Crime House Original Audiobook. Find it now on Spotify.
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Vanessa Richardson
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Vanessa Richardson
Payment of 45 for 3 months Plan equivalent to 15 per month required New customer offer for first 3 months only Speed slow after 35 gigabytes of networks Busy taxes and fees extra. See mintmobile.com after becoming the boss of the Chicago outfit in 1957, 49 year old Sam Mooney Giancana was living like royalty. He had a beautiful house, several luxury cars and a collection of exotic antiques. He took lavish trips to Mafia owned casinos in Las Vegas where he palled around with celebrities like Frank Sinatra and Marilyn Monroe. It was exciting to be around such big stars. But Sam had his eyes set even higher on the world of politics, specifically on an ambitious young senator named John F. Kennedy. Frank Sinatra introduced Sam to Kennedy in 1959 when the politician was gearing up to run for President. Sam liked jfk. They were both hard drinkers and big womanizers. But more than that, Sam really liked the idea of having the ear of the President of the United States. So Sam decided to throw the full weight of the Chicago outfit behind Kennedy's campaign against Richard Nixon. On November 8, 1960. The election was too close to call. Democratic strongholds like Ohio, Kentucky and Tennessee had unexpectedly gone for Nixon, leaving the race nearly tied. As votes were tallied, it became clear that whoever won Illinois would be the next president. Luckily for John F. Kennedy, Sam Giancana had done more for his campaign than than just donate money. On election day, Sam's men drove groups of voters from one polling precinct to another so they could vote multiple times. In some neighborhoods, Sam's thugs stood outside reminding voters that Sam expected them to back Kennedy. After all the votes were counted. Kennedy carried Illinois by just 9,000 votes and and became the 35th president of the United States. As a boy, Sam Giancana had brawled with Irish kids for control of the Patch. Now he'd just helped put the first Irish Catholic president into the White House. And Sam expected Kennedy to return the favor by looking the other way when it came to the Chicago outfit. But Kennedy ran a hard bargain. Before agreeing to anything. He allegedly needed something from Sam. And it was a pretty big ask. Apparently he wanted Sam to help the CIA kill Cuban dictator Fidel Castro. While the CIA had been gathering intelligence on Castro for years, they hadn't been ready to actually take him down. But now with Sam on their side, the Kennedy administration thought they might have the missing piece. They figured a kingpin like Sam would know plenty of coldblooded killers who could help them get the job done. Sam passed along the name of one of his operatives to the CIA. A wildly corrupt Chicago cop named Richard Kane, who was fluent in five languages and an expert marksman. Soon the CIA was putting Kane to work. Work training Cuban exiles to overthrow Castro's government. By 1961, the invasion was all planned and the Cuban soldiers were ready to go. But there were some unexpected bumps along the way. On April 14, 1961, a brigade of 1400 CIA backed Cuban exiles and mercenaries landed at Cuba's Bay of Pigs. But before they even got inland, they were quickly quickly defeated by Castro's army. The failed Bay of Pigs invasion was a massive embarrassment for the Kennedy administration. Privately, JFK blamed the CIA for bungling the operation and fired several key members of the agency in retaliation. The CIA agents Sam had worked with were furious at Kennedy, who they believed had stabbed them in the back. Seeing how Kennedy double crossed his own spies, Sam grew concerned. And if the President was willing to turn on his own operatives, how could Sam trust him to keep his promise and stay away from the Chicago mob? Sam was right to question Kennedy's loyalty. Over the next couple of years, the President's brother, Attorney General Robert F. Kennedy, established a special organized crime task force. Soon FBI agents were aggressively surveilling the Chicago outfit's operations. The Sam tried to get in touch with JFK for an explanation, but none of his White House contacts were returning his calls. Sam's troubled relationship with the president ended on November 22, 1963, when Kennedy was gunned down by Lee Harvey Oswald in Dallas, Texas. In the decades since, rumors have swirled that Sam Giancana had teamed up with the disgruntled ex CIA operatives to orchestrate Kennedy's assassination as revenge. However, while declassified documents have confirmed Sam's involvement with the CIA's Cuba operations, there's no evidence he was involved in Kennedy's murder. But even though JFK was gone, the FBI was still watching the Chicago outfit around the clock. And in 1965 they started to take action. That year, 57 year old Sam was served with a subpoena to testify at a grand jury hearing on organized crime. He ignored it and spent a year in jail for contempt of court. Sam had obeyed the Mafia's golden rule. Never talk to the police. But if he was hoping his fellow gangsters would appreciate his silence, he was sorely mistaken. Shortly after his release in 1966, Sam's lieutenants in the Chicago outfit let him know he had too much heat on him. He was a magnet for attention and it was having a serious impact on the outfit's bottom line. It was a polite suggestion, but Sam had spent enough time in the mob to know what would happen if he didn't take the hint. So in 1967, 59 year old Sam Giancana retired as head of the Chicago outfit. Right after he moved to Mexico where he hoped to avoid any mobsters or government agents who had unfinished business with him. The but just because he wasn't in the US didn't mean he was in the clear. In July 1974, after seven years in the tropical city of Cuernavaca, 66 year old Sam was arrested by Mexican police. He'd overstayed his tourist visa and was deported back to the United States. There he resettled in a bungalow in the wealthy Chicago suburb of Oak Park. By then, Sam's health was failing. He was suffering from a gallbladder disorder and had multiple operations over the course of the next year. In the middle of all this, he got some unexpected News. In early 1975, Sam received another subpoena. This one from the US Senate's Church Committee. Headed by Idaho Senator Frank Church, the committee was tasked with investigating abuses and corruption with within the US Intelligence community. Because Sam had firsthand knowledge that the government had worked with organized crime figures like himself, the Church committee was eager for him to testify. The last time Sam had gotten a subpoena like this one, he'd ignored it and ended up in prison. Now Sam was very sick. He knew his days were numbered and he didn't want to spend whatever time he had left behind bars. So he agreed. But just days before he was scheduled to testify, somebody silenced Sam Giancana for good. On the night of June 19, 1975, Sam's caretaker found him dead on the floor of his kitchen, shot six times in the head. He was 67 years old. He was the first person in U.S. history who was killed to prevent them from testifying before Congress. Sam Giancana's murderer was never caught. Some people believed he was killed by the Chicago outfit, while others think it was a former CIA operative who wanted to protect the agency's reputation. We'll probably never know the truth, but not even a bullet could change the fact that the little Italian runaway had left a lasting impression on Chicago and America. Coming up, another history making mobster who met a mysterious end.
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Vanessa Richardson
I'll be talking to NBC News correspondent Chloe Meloss every day after court about what she's seeing inside, the witnesses, the evidence, and what it all means.
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Vanessa Richardson
28 years before Sam Giancano was gunned down in his home by an unknown assailant, a another mob kingpin met a similar fate. Like Sam, this mafioso started his criminal career as a young boy before rising in the ranks to rub elbows with America's elite. Along the way, he turned a desolate desert town into one of the world's hottest tourist attractions. On the evening of June 20, 1947, 41 year old Benjamin Bugsy Siegel was enjoying a quiet night at His Beverly Hills mansion. Bugsy was one of America's most famous gangsters. He was a founding member of the mafia run assassin ring Murder Inc. A friend to Hollywood superstars like Cary Grant and the owner of Las Vegas newest casino. Needless to say, he had a lot going on. He probably felt like he'd earned a little rest and relaxation. At around 10:30pm Bugsy was lounging on the couch reading the Los Angeles Times when nine bullets crashed through the living room window. The first round hit Bugsy square in the head. Three other shots hit him in the face and chest. But the job was already done. The former chairman of Murder Inc. Had just been killed himself. In some ways, he was the victim of his own success. But he was also undoubtedly the victim of his failures. Benjamin Siegel's life began on the other side of the country in a Brooklyn tenement on February 28, 1906. He was one of five children whose parents were poor Jewish immigrants from Eastern Europe. While his mother stayed home with the kids, Benjamin's dad spent his days making clothes in a sweatshop. Barely earning enough to keep food on the table for his family. Benjamin saw how hard he worked to make so little, and he decided at an early age that he didn't want to follow in his father's footsteps. By the time he was 12 in 1918, Benjamin had given up on school to focus on a much more lucrative pastime. He, he and his friends would walk up to streetcar vendors in their neighborhood and ask for a dollar. If the vendor said no, the boys would splash kerosene on the vendor's goods, then set them on fire. The next time they came back around, the vendor knew to give them the money. In the world of organized crime, this is called a protection racket. And Benjamin was very good at it. Soon he became known as Boy Bugsy for his short temper and tendency to go bugs, a slang term for lashing out with acts of ferocious violence. Before long, Bugsy's antics caught the eye of another streetwise hooligan from a Jewish family, Meyer Lansky. Meyer was four years older than Bugsy and was inspired by New York's Irish and Italian street gangs. He wanted to create one for Jewish kids like him, and he wanted Bugsy to be his first recruit. Bugsy was all in. Soon they were recruiting more and more Jewish boys to their cause. Eventually, locals began calling their operation the Bugs and Meyer Mob. Over the next 10 years, the bugs and Meyer mob expanded from a simple street gang to the beginnings of a criminal empire. Empire. They ran illegal card Games extorted protection money from businesses all over Brooklyn and staged daring robberies in Manhattan and Harlem. Hot headed Bugsy was the gang's chief enforcer. If you owed the gang money from a card game or were behind on your protection payments, Bugsy would be the one to smack you around until you paid up. Meanwhile, Meyer was the brains of the operation, running the business, counting the money, always strategizing and thinking about the big picture. It was this long term thinking that led Meyer to forge an alliance with a young Italian American gangster named Charles Lucky Luciano. While most Sicilian mafiosos looked down on the still up and coming the Bugs and Meyer mob, Lucky Luciano respected their hustle. The two gangs coordinated with one another peacefully divvying up neighborhoods to maximize profits and minimize unnecessary violence. These young criminals were taking a more businesslike approach to organized crime than the older, more traditional Sicilian gang bosses. And it wasn't long until their efforts paid off. For the next decade, Bugsy, Meyer and Lucky worked together to take down New York's more established gangs. The city's most powerful gangster, Joe Masseria, head of the Genovese crime family, was wrapped up in a massive turf war with a rival Italian gang. Bugsy and his cronies saw this and sensed an opportunity. While Joe Masserio was focused on an endless cycle of assassinations, the Bugs and Mire mob was steadily muscling in on his bootlegging empire. Although Bugsy and Meyer were busy growing their criminal enterprise, they still found time for romance. And like everything else in their lives, they did it together. In 1927, they started double dating a pair of girls from the Lower east side. Esta Krakauer and Anna Citron, Bugsy's girlfriend. Esta was crazy about him and the two got married in 1929, when Bugsy was 22 and she was 17. Meyer and Anna followed suit four months later. And while both women knew their husbands were involved with bootlegging, neither was aware of how deadly their business was or how much more violent it was about to get. On April 15, 1931, a new, new era in organized crime began. That night, Lucky Luciano invited Joe Masseria to dinner at an Italian restaurant in Coney Island. He said he wanted to talk about forming an alliance. After a few hours of whining and dining, Joe Lucky excused himself and went to the bathroom. Moments later, Bugsy Siegel rushed in with three of his most trusted killers and shadows shot Joe dead at the dinner table. With that, the old guard was officially finished. Now 25 year old Bugsy Siegel 29 year old Meyer Lansky and their ally, 34 year old Lucky Luciano, were the most powerful gangsters in New York. Together, they joined forces to form a new criminal organization. One that finally united Italian, Irish and Jewish criminals in pursuit of profit. They called themselves the Syndicate. The Syndicate did all the things the Bugs and Mire mob used to do. Protection rackets, illegal gambling, bootlegging, robbery. But on a much bigger scale. The group expanded out of New York and into cities all over the East Coast. The Syndicate was run by a commission which included all the most important gang leaders on the East Coast. This commission mediated disputes and voted on the Syndicate's operations, ensuring that disagreements were handled in the boardroom instead of on the streets. Bugsy ran the Syndicate's enforcement arm, chillingly known as Murder, Inc. If the commission voted that someone needed to die, Murder Inc. Would do the dirty work. Bugsy recruited and trained a small army of hitmen who killed up to a thousand people during the 1930s. He joined in on the violence whenever he could. But one day in the fall of 1932, the violence came looking for him. Bugsy was driving to a meeting with a business associate in Manhattan when a car pulled up beside him at a red light. Moments later, the passengers in the other vehicle passed, pointed a machine gun at Bugsy and fired. Bugsy's car was bulletproof and he managed to speed off unharmed. Afterward, he returned to his and Meyer's hideout on Grand Street. And that's when a bomb went off. It had been stashed in the chimney. Although his injuries were minor, Bugsy's men rushed him to the hospital. And while he'd escaped with his life, Bugsy. Bugsy was furious. Through his underworld sources, he learned the attempted hits had been ordered by a gangster named Tony Fabrazzo. Bugsy and his Murder Inc. Hitmen had killed two of Tony's brothers for messing with the syndicate. Tony had wanted to avenge their deaths. Now Bugsy was eager to even the scene. A few nights after the bombing, Bugsy told his nurses at the hospital that he was going to bed early. He hid a few pillows under his blankets, then snuck out of the first floor window where his men were waiting in a car to whisk him away. Bugsy knew Tony was hiding out at his dad's house until the heat died down. His men drove him over and Bugsy knocked on the door. When Tony's elderly father answered, answered. Siegel flashed a fake badge and claimed to be a detective with some questions from Mr. Fabrazzo's son. The old man summoned Tony to the front door. As soon as he appeared, Bugsy drew his gun and shot Tony in the face while his family watched. Then he hurried back to the hospital. He climbed back through the window and into his bed. It if the police came calling about the murder, the nurses could back up his alibi. He'd been asleep all night. But even though he'd outmaneuvered the law, Bugsy's brazen killing caused a lot of headaches for Meyer Lansky and the rest of the syndicate. It hadn't been approved by the commission and generated headlines and publicity that the Syndicate didn't want. To make things even worse, New York City's newly elected mayor, anti corruption crusader Fiorello laguardia had pledged to crack down on organized crime. With this much heat on them, the Syndicate needed to play it cool and keep a low profile. But everyone on the commission knew that playing it cool wasn't exactly Bugsy's strong suit. So they hatched a plan to keep their hot headed inform enforcer as far away from their New York operations as possible. In 1933, Bugsy Siegel took his first trip out to Los Angeles. The Syndicate had decided to open a west coast operation and they thought he was the perfect man for the job. Hablas to de nos.
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Vanessa Richardson
By the 1930s, Benjamin Martin Bugsy Siegel was one of the most feared gangsters on the east coast. He was part of a new mob organization called the Syndicate, which he ran with his friend and co conspirator Meyer Lansky and a few other gang leaders. But Bugsy and Lansky were the head honchos in charge. Meyer managed business operations while Bugsy did the dirty work running a squad of hitmen known as Murder Inc. But after Bugsy's high profile murders began to draw unwanted attention, the was scene syndicate decided it was time to send their hot headed colleague out west. That way he could expand the operation and hopefully learn to Tone down his antics along the way. And so in 1933, 27 year old Bugsy rented a 35 room mansion in Beverly Hills for himself, his wife Esta and their two young daughters. Bugsy immediately fell in love with Southern California. He'd always been a movie buff and with his good looks and snappy suits, he fit right in with the Hollywood crowd. He even had an old friend in the movie business, George Raft. Back when they were kids, he and Bugsy had wreaked havoc on the streets of Brooklyn. Eventually, George straightened up, found work as a Broadway actor and went to Hollywood where he made a name for himself playing gangsters on the big screen. When George heard Bugsy was coming to la, he was thrilled. Now he could introduce his famous friends to a real life gangster. Before long, Bugsy was a fixture at Hollywood parties where movie stars couldn't wait to meet the suave and charming mob hitman. Leading men like Jimmy Stewart, Clark Gable and Cary Grant were fascinated by Bugsy's machismo and studied his mannerisms for their own roles. Bugsy asked platinum blonde starlet Jean Harlow to be the godmother to one of his daughters and had several affairs with different actresses. But when Bugsy wasn't partying with celebrities, he was hard at work. Los Angeles was an untapped market for organized crime and everywhere he looked, Bugsy saw opportunities to make a fortune. First, Bugsy forged an alliance with the leaders of Hollywood's background actors union. Bugsy used this partnership to extort the Hollywood kingpins he met at parties. If the head of a studio didn't pay him off, Bugsy would make sure no extras showed up to film the big crowd scene the following day. With the entire production at stake, it was cheaper and safer for the studios to play ball with the dangerous gangster in their midst. And in his first year in Hollywood, Bugsy squeezed the studios for more than $400,000. This way, it's the equivalent of nearly $10 million today. But Bugsy made even more money for the syndicate by running illegal gambling operations. He organized regular high stakes craps games at his mansion and muscled his way into the lucrative world of off track betting, taking a cut of the winnings from horse and greyhound races all over Southern California. He even partnered with his actor pal George Raft to invest in the SS Rex, a casino boat anchored in international waters just a few miles from Santa Monica. Water taxis ran between LA and the Rex 24 hours a day, ferrying wealthy Angelenos to the floating gambling den where US laws didn't apply. In its first six months, the SS Rex earned over $200,000. But despite all the money changing hands, Bugsy felt like something was missing. He knew he was supposed to be laying low in la, but he couldn't help himself. And before long, Bugsy was raring to get back to his favorite pastime. Contract killing. Harry Greenberg, known to his friends as Big Greenie, was a 30 year old New York based member of the syndicate. When aggressive federal prosecutor Thomas Dewey started investigating him in early 1939, Big Greeny went on the run. First to Montreal and then to Detroit. But at some point, Big Greenie cracked. Word got back to the syndicate that he was thinking about cooperating with with Dewey's investigation and ratting out his friends. So the syndicate's leaders put the matter to a vote and agreed. Big Greeny had to die before he got them all arrested. As luck would have it, Big Greeny had left Detroit and taken up residence in Los Angeles. Soon, Bugsy Siegel got a call from his old Murder Inc. Colleagues asking if he could hire someone guys to take Big Greeny out. Bugsy was thrilled to have a chance to get back into the assassination game. Even though his bosses at the syndicate instructed him not to get personally involved in the hit, Bugsy couldn't help himself. Bugsy used his connections to track Big Greeny to a small apartment and had his men keep an eye on the place. Then on the night of November 22, 1939, when Big Green Greenie came home, an assassin was waiting in the bushes beside the driveway. He stepped up to the driver's side window and shot Big Greeny five times. Then ran out to the street where Bugsy was waiting in his brand new 1939 Buick convertible to help him escape. For a public figure like Bugsy, taking part in a gangland murder and using his own personal vehicle as the getaway car was unwise to put it lightly. Over the next several months, police rounded up multiple accomplices who pointed to Bugsy as the mastermind. In 1940, 36 year old Bugsy was arrested and held in custody as he went on trial for Big Greenies murder. But after multiple key witnesses turned up dead, the charges were dropped in 1942. Still, things weren't the same after Bugsy went free. In the wake of his highly publicized murder trial, the famous actors who used to flock to Bugsy's house no longer wanted to be seen with him. Feeling like he'd overstayed his welcome in Hollywood, Bugsy set his sights on new opportunities in a city just a Few hours east. Las Vegas. In 1942, Las Vegas was a very different place than it is today. It was just a little railroad junction town with a population of less than 8,500. After the Nevada Legislature legalized gambling in 1931, a few old west themed casinos sprung up. But most high rollers preferred the swankier gambling dens up north in Reno. But Bugsy saw potential in Las Vegas that others didn't. His experience with the SS Rex had shown that wealthy Angelenos wanted a casino gambling hotspot close to home. And Las Vegas wasn't far away. Rebounding from his recent failures, Bugsy wagered he could turn his luck around in Vegas. Gambling had always been a profitable venture for Bugsy and the syndicate. And now Bugsy wanted to build a luxury casino that would put Las Vegas on the map. Card games and roulette. Plus resort style amenities like air conditioning and swimming pools. For the next few years, Bugsy tried to buy a controlling stake in different small time casinos around Vegas. Eventually, he realized he'd be better off building his own from scratch in 1920. In 1946, 42 year old Bugsy partnered with a cash strapped property developer named Billy Wilkerson to buy a 33 acre plot on the south side of town. In March of that year, they broke ground on a casino that would change Las Vegas forever. Bugsy called his pet project the Flamingo. It turned out Bugsy was a great, great gangster, but a terrible project manager. Soon he'd pushed out Wilkerson, the experienced developer, and insisted on ordering the construction workers around himself. Once the contractors realized how clueless Bugsy was, they found ways to take advantage of him. In the wake of World War II, construction materials were already expensive. Now Bugsy's suppliers were double or triple billing him for every truckload of materials, knowing the gangster would never catch on. Before long, the Flamingo's construction budget had ballooned from $1.2 million to $6 million. Nearly 100 million in today's dollars. This was a problem for Bugsy. He'd put a lot of the syndicate's money in the Flamingo, promising his fellow gangsters a huge, huge return on investment. As the costs spiraled out of control, Bugsy's old friend Meyer Lansky started to grow impatient. Bugsy was already on thin ice after his attention grabbing role in the big Greenie hit. Now his desert adventure was seriously impacting the syndicate's bottom line. By December of 1946, nearly 10 months since breaking ground, the Flamingo still hadn't opened to add insult to injury, Meyer believed that Bugsy had been embezzling some of the funds. Instead of investing the syndicate's money into the Flamingo the way he was supposed to, he thought Bugsy was funneling it into an offshore bank account. Instead, this was the last straw. The leaders of the syndicate put the matter to a vote and decided that Bugsy Siegel had to die. But one person was willing to go to bat for him. Meyer Lansky, Bugsy's oldest friend and partner in crime, wanted to give his pal one last chance. He urged his fellow gangsters to hold off on the hit until after the Flamingo's grand opening on December 26th. If Bugsy's investment turned out to be as big of a money maker as he claimed, the syndicate could rethink their decision. Bugsy didn't know it, but he was gambling with his life. Bugsy Siegel pulled out all the stops for the grand opening of the Flamingo. He called in every favor he could with the Hollywood celebrities who would still talk to him, hoping to get all the stars at the Flamingo for opening night. But when December 26 arrived, a winter another storm in LA grounded the two planes Siegel had chartered to fly the celebrities to the party in Vegas. The few guests who showed up found a half finished casino with faulty heating and decrepit rooms. To make matters worse, rival casinos had hired professional gamblers to attend the party. By the end of the night, the Flamingo wound up paying out more money than it made at the cardinal tables. Even if Bugsy didn't know his life was on the line, it was clear he had to make some changes, and fast. In January of 1947, he temporarily closed the Flamingo to finish construction. It reopened in March. But despite all the glitz and glamour inside the casino's bright pink walls, the operation was still losing money. Bugsy had done everything he could think of. And yet the Flamingo wasn't bringing in enough business to cover the hotel's astronomical costs. By July, even Bugsy's longtime defender, Meyer Lansky, was ready to pull the plug on his old friend. On the night of June 20, 1947, Bugsy was back in LA after an extended seat stay in Vegas, trying to turn the Flamingo's fortunes around. He sat on the couch with a newspaper, trying to relax after the stress of the past few months. Outside, a sniper was hiding, watching. They took aim and fired nine shots, killing Bugsy with a bullet to the head. Minutes after Bugsy's death, representatives from the syndicate were walked into the Flamingo and informed them the casino had a new manager, Meyer Lansky. With Meer at the helm, the Flamingo flourished, attracting even more casinos and turning Vegas into a worldwide destination. Meanwhile, Bugsy's killer was never caught. The hot shot had gone to Vegas, bet big, and lost it all. Looking back at this week in crime history, we can see that crime sometimes does pay, at least for a while. Sam Giancana and Bugsy Siegel rose from the streets and lived like kings for a time. But eventually the bill came due and it was delivered by the people they once called friends. Thanks so much for listening. I'm Vanessa Richardson and this is Crime House the Show Crime House the Show is a Crime House original powered by Pave Studios. At Crime House we want to express our gratitude gratitude to you, our community for making this possible. Please support us by rating, reviewing and following Crime House the Show. Wherever you get your podcasts, your feedback truly matters. And for ad free and early access to Crime House the Show plus exciting bonus content, subscribe to Crime House plus on Apple Podcasts. We'll be back next Monday. The show is hosting hosted by me, Vanessa Richardson, and is a Crime House original powered by Pave Studios. This episode was brought to life by the Crime House the Show team. Max Cutler, Ron Shapiro, Alex Benedon, Natalie Pertzovsky, Lori Marinelli, Sarah Camp, Truman Capps, Hania Saeed and Michael Langsner. Thank you for listening. Ready to rethink everything you know about true crime? Check out Murder in the Media, the first audiobook from Crime House Studios. Find Murder in the Media on Spotify.
Release Date: June 16, 2025
In this gripping episode of Crime House True Crime Stories, host Vanessa Richardson delves into the dark and tumultuous lives of two of America's most infamous mobsters: Sam Giancana and Bugsy Siegel. Tied together by a common theme of mob-related murders, Richardson navigates through their rise in organized crime, their entanglements with high-profile individuals, and the eventual downfall that befell each of them.
Assassination and Early Life
[00:10] Vanessa Richardson sets the stage by recounting the assassination of Sam Mooney Giancana on June 19, 1975. Giancana, a prominent Chicago mobster and CIA collaborator, was killed just as he was poised to testify before Congress, thereby silencing potential revelations about Mafia activities.
"Sam Giancana was the first person in U.S. history who was killed to prevent them from testifying before Congress," Richardson notes at [23:23].
Path to Power
Giancana's journey began in the impoverished Patch neighborhood of Chicago, where he joined the notorious gang, the Forty-Two (the first 42s), at the tender age of 11. By 1925, his aggressive tactics caught the attention of legendary mob boss Al Capone.
"Sam worked his way up in the Forty-Twos and became just as notorious for his aggressive fighting as he was for his wild driving," explains Richardson.
Involvement with Politics and the CIA
In the 1950s, as the leader of the Chicago Outfit, Giancana sought political influence by supporting John F. Kennedy's presidential campaign. This alliance aimed to secure political protection for his criminal enterprises. However, the failed Bay of Pigs invasion strained his relationship with the Kennedys.
At [12:42], Richardson highlights, "Seeing how Kennedy double-crossed his own spies, Sam grew concerned about the President's loyalty."
Legal Troubles and Final Days
Despite attempts to maintain a low profile, Giancana's past caught up with him. In 1965, he was subpoenaed by the Church Committee but chose to ignore it, landing him in jail for contempt. His refusal to cooperate with authorities ultimately led to his assassination in 1975, preventing him from testifying about his dealings with the CIA.
"He was the first person in U.S. history who was killed to prevent them from testifying before Congress," Richardson reiterates at [23:23].
Early Life and Criminal Ascent
Benjamin "Bugsy" Siegel's story begins in a Brooklyn tenement, where poverty and early exposure to crime shaped his future. By 12, Siegel had abandoned school to engage in protection rackets, earning him the nickname "Boy Bugsy."
"Benjamin was very good at protection rackets and was known for his short temper and tendency to unleash ferocious violence," notes Richardson.
Formation of the Syndicate
Siegel, alongside Meyer Lansky and Lucky Luciano, formed the Syndicate—a unified criminal organization that streamlined operations across Italian, Irish, and Jewish gangs. This alliance facilitated their dominance in various illegal activities, including bootlegging and gambling.
"Lucky Luciano respected their hustle, and together they created a more businesslike approach to organized crime," says Richardson.
Hollywood and the Flamingo Casino
Transferring his operations to Los Angeles, Siegel became a fixture in Hollywood, mingling with celebrities and expanding his influence. His ambitious project, the Flamingo Casino in Las Vegas, was intended to revolutionize the gambling scene. However, poor management and skyrocketing costs strained his relationship with the Syndicate.
"Bugsy was a great gangster but a terrible project manager, leading to the Flamingo's construction budget ballooning from $1.2 million to $6 million," Richardson explains at [36:54].
Downfall and Murder
The Flamingo's grand opening was a fiasco, inciting frustration among his peers. Despite Meyer Lansky's attempt to salvage the situation, Siegel's overreaching led to his demise. On June 20, 1947, a sniper murdered Siegel outside his Beverly Hills mansion, marking the end of his tumultuous career.
"Bugsy was unexpectedly killed by a sniper, and his assassin was never caught," Richardson concludes at [36:54].
Both Sam Giancana and Bugsy Siegel exemplify the meteoric rise and tragic fall common in the world of organized crime. Their stories are intertwined with power, politics, and ambition, ultimately leading to their untimely deaths. As Richardson poignantly summarizes,
"Crime sometimes does pay, at least for a while. Sam Giancana and Bugsy Siegel rose from the streets and lived like kings for a time. But eventually, the bill came due and it was delivered by the people they once called friends."
Sam Giancana:
Bugsy Siegel:
This episode serves as a compelling exploration of the lives of two mobsters who left indelible marks on American history. Through meticulous research and engaging storytelling, Vanessa Richardson sheds light on the complexities of their criminal enterprises and the inevitable consequences they faced.
For those intrigued by the intricate dance between organized crime and political power, this episode offers a masterful blend of history, crime, and human drama.