Timesuck with Dan Cummins - 357 - Whitey Bulger: How the FBI Built a Mob Boss

Episode Date: July 17, 2023

Today we take a fascinating look into how Whitey Bulger rose to power in Boston's underworld in the 70's and 80's, with not only the FBI's protection, but also their direct help. No one (that we're aw...are of publicly, at least) benefitted more from the FBI's Top Echelon Informant Program than Irish-American gangster, Whitey Bulger.  Whitey rose through the ranks of Boston's organized crime scene thanks to a combination of cunning, ruthlessness, a little help from his politically connected brother, Billy, and a LOT of help from the FBI. Whitey's top informant status, and the degree to which he corrupted his handler, Special Agent John Connolly, allowed him to get away with murder after murder, and run one criminal racket after another with impunity. For nearly two decades the FBI protected the most dangerous man in Boston in order to take down other people who were far less threatening to the general public. Why? And how did this happen? Bad Magic Charity of the Month: Donating a TBD amount to the Hill Country Humane Society this month. Their mission is to use their new mobile spay and neuter station to reduce a rising needs to have unwanted pets euthanized. To find out more, please visit:  https://hchstexas.com/Wet Hot Bad Magic Summer Camp tickets are ON SALE!  BadMagicMerch.com Get tour tickets at dancummins.tv Watch the Suck on YouTube: https://youtu.be/tgLogVBpQpMMerch: https://www.badmagicmerch.comDiscord! https://discord.gg/tqzH89vWant to join the Cult of the Curious private Facebook Group? Go directly to Facebook and search for "Cult of the Curious" in order to locate whatever happens to be our most current page :)For all merch related questions/problems: store@badmagicproductions.com (copy and paste)Please rate and subscribe on iTunes and elsewhere and follow the suck on social media!! @timesuckpodcast on IG and http://www.facebook.com/timesuckpodcastWanna become a Space Lizard?  Click here: https://www.patreon.com/timesuckpodcastSign up through Patreon and for $5 a month you get to listen to the Secret Suck, which will drop Thursdays at Noon, PST. You'll also get 20% off of all regular Timesuck merch PLUS access to exclusive Space Lizard merch. You get to vote on two Monday topics each month via the app. And you get the download link for my new comedy album, Feel the Heat. Check the Patreon posts to find out how to download the new album and take advantage of other benefits

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Starting point is 00:00:00 Whydy Bulger, a man who in the early years, the 21st century, and an era marked not by mob figures, but more by jihadism and the war on terror, became the highest ranking organized crime figure on the federal Bureau of Investigations 10 Most Wounded List. He was number two on the FBI's list for years, right behind Osama Bin Laden. Whydy was not an Italian mafia don or a Latin American narco or a Russian mafia gangster. He was an old-style Irish-American mob boss from Boston. During the years of his reign, James Whitey Bulger, the kingpin of South Boston, was like a character out of an old mob movie, politically connected, tough but sentimental, kind to his
Starting point is 00:00:39 mother and pets and also a ruthless sociopath, who murdered at least 19 people. Bulger was notorious for his readiness to use violence, especially murder, to achieve his criminal goals. He was attracted to street crime early in life. Joining gangs and earning his first arrest at the age of 14 was sending him to a reformatory. And then a few bank robberies later, Whitey went away for a decade. And we might not have ever heard of him. You might have ended up quickly going right back to prison for other robberies and be one of the thousands of gangsters whose names never make it into
Starting point is 00:01:07 pop culture had it not been for his brother Billy. Billy would serve as a member of the Massachusetts Senate for 25 years and president of the University of Massachusetts for seven years. And Billy's connected position would somewhat cover Whitey with a protective shield against retaliation. And after getting out of prison in 1965, Whitey had a little advantage when it came to being able to make a name for himself during Boston's gang wars, a time of unprecedented bloodshed for organized crime in the city.
Starting point is 00:01:34 After becoming a prominent member of the Kalingang, he made allies in the rival Mullen gang, bumped off his competitors and established himself as the most powerful underworld figure in all of Boston. He created a criminal organization based in Southy that ruled the roost on Boston area organized crime for over 20 years. From the early 1970s until 1995, when Boulder was tipped off, the feds were coming to get him and he went on the lamb. And who tipped him off?
Starting point is 00:02:01 The feds themselves. Specifically, one fed an agent by the name of John Connolly, who Widy Bulger had been working closely with for years. As Kevin Weeks said, Widy had been killing rats for decades. And the whole time, he had been one himself. The feds both protected him from investigations into his own crimes
Starting point is 00:02:17 and also actively helped him kill rival gangsters. He begun his collaboration with John Connolly around 1974, a collaboration that would eventually land both of them in prison after killing a lot of people and making a lot of money. How exactly did Widy Bulger rise to the top of the Boston Underworld? Why would the feds help him? What eventually brought him down?
Starting point is 00:02:36 How did this informant kill rats while being the biggest rat himself? All this and more in this true crime, historical underworld Huddling's edition of Time Suck Happy Monday, mate sex welcome to the cult of the curious. I'm Dan Cummins, the master sucker, guy who's curiosity gets him killed sometimes. Meet sex who tries to express the truth of the season. Even when he knows based on the current zeitgeist, the truth is going to piss off a lot of people. I try not to kink shame all you dirty, dirty foot fuckers out there. Sexy dungeon, sexy lady bus driver. And you are listing the time suck. Really quick as it's going to bother me if I don't say it. Why do you did go on
Starting point is 00:03:31 the lamb in 1995? Technically, we really kind of left in 1994 and then came back and then went again. So sometimes I might say 94, sometimes I might say 95. And because I'm a obsessive psychopath, I have to share that now. A couple quick announcements and then we're into the show. Have some extra tour dates coming up where I'll be working at a new hour of standup. Hopefully, you can share dates very soon about when slash where the previous recorded hour will be released. In addition to being in Spokane, Spokane Comedy Club August 4th and 5th, I'll be the funny bone, Richmond, Virginia September 8th and 9th. Then Burlington Vermont to the Vermont comedy club October 6th through the 8th at
Starting point is 00:04:09 the Helium comedy club in Buffalo, New York October 27th and 28th at the Vic in the Chicago comedy festival. November 3rd, the comedy connection in Providence, Rhode Island October 17 and 18 comedy off Broadway in Lexington, Lexington, Kentucky, December 1st and 2nd, and the funny bone in Virginia Beach, Virginia, December 15 and 16, and tickets available at Dancomans.tv. New merch in the bad magic store this week, introducing the expert collection for those of you who have made it this far, congrats. You have officially made it to expert status.
Starting point is 00:04:42 If anyone wants to question you about cults, serial killers, or big historical events, simply point to your shirt, or mug. It's official. It's written there. You know more than they do, and there's nothing they can do about it. So calling all true crime experts, history experts, and cult experts, your time is now head on over to badmagicmerch.com and claim your expert status. This month's badmagic charity, still the Hill Country Humane Society working
Starting point is 00:05:06 on getting an overpopulation of animal spade and neutered by building a mobile spade, neuter clinic. Still don't know that donation amount as I record this, their website is still HCHStexas.com if you want more info. And finally, saw some recent online rumblings and just wanted to clear up something. While I am not Christian, I do not hate Christians. Feel this kinda weird to feel like I have to say that, but I do wanna get that out there. A lot of misconceptions. Yeah, I live in a Christian culture.
Starting point is 00:05:35 It's the cultural backdrop for most of the stories I tell here and it would be disingenuous to not apply the same analytical approach. I apply to everything else to that backdrop. I do hate what some Christian organizations have done to people throughout history and in order not to whitewash history, when discussing something like the Crusades or witchcraft, you know, it'd be kind of weak for me to pretend that Christian beliefs didn't lead to some slaughter. I do hate how some Christian groups definitely not all focus on demonizing some of the people I love instead of loving them,
Starting point is 00:06:05 but I can also still love and respect people who disagree disagree with me on shit that I feel strongly about. And finally, I hope you see that most of my anger does actually maybe ironically come from a place of love. I don't like people being bullied, mistreated, unnecessarily harmed. It's why I hate pedophiles. It's why I hate, you know, when corporations like Purdue, Pharma do what they've done. That's why I hate what many cults have done to people. And that's why I hate what some religious institutions and some beliefs have done to people. All that shit comes from the same fucking place inside of me. Don't fuck with the lives of people who are not hurting anyone. Don't take advantage and exploit people. And that's it. I'm an emotional human being. I feel strongly about some stuff,
Starting point is 00:06:46 but I also wanna honor, well, you know, the fact that many of you come here for escapism and I will work on how I express some of my feelings. So, Hail Nymrod, team Medesack, and now let's fucking get gangster. Discuss a topic that brings us back to the land of organized crime. It's a place we visited most recently
Starting point is 00:07:04 with our Irish mob episode. And in many ways, the story of James Whitey Bulger's life will be a continuation of and a companion piece to that episode. Bulger was shaped largely by the centuries-long legacy of the Irish mob in America. A legacy of hard-scrabble individuals going out on their own, becoming high-profile figures in the criminal underworld. He stood in a long line Irish mobsters, sometimes cooperated with gangsters of other ethnicities, and more frequently worked to bring them down.
Starting point is 00:07:33 But the legacy he was probably the biggest part of was that of the close ties between the Irish-American underworld and the local political system and local law enforcement, like we went over in the Irish mob episode. For Irish-American immigrants, the 1840s and 1850s, that started way back with Tammany Hall, the corrupt political machine that exchanged meals and shelter for votes. Later on, that political machine would extend to protect gangsters from prosecution. There would be lots of Irish law enforcement officers, politicians at all levels working to keep the Irish underworld afloat as well.
Starting point is 00:08:04 In Whitey's case, this will come about partially as a result of his brother, Billy Bulger, Billy Bulger, who is a Massachusetts politician with friends and high places. But it would mostly come about as a result of why these partnerships with the FBI. Most of the gangsters that why he interacted with on a daily basis had no idea that he'd been a top tier informant for the FBI for decades since the early 1970s. I started working with a FBI special agent who was also Irish American, also from the area, part of the same culture. Why do you would help the FBI take down the prominent mafia figures of Boston and exchanged
Starting point is 00:08:37 his FBI handlers would tip him off to any investigations into him. While this tit for tat did not start out as being unnecessarily super legal, it sure became that kind of relationship. Why do you handle John Connelly and Connelly's boss, John Morris, were student accepting thousands and thousands of cash money, blood money dollars from why do you and why do you write hand manned Steve Flemmey and inviting them into their houses like they were, you know, old friends. Flemmey and Bulger were their top informants, their golden geese, and they would do anything to protect them, including spreading fake stories about who killed certain people and why
Starting point is 00:09:11 when it was really why he bulljouly did it. And that made them culpable in some of the murders. Later at Wides trial, after a 16 year long manhunt, those same FBI agents would have led to it was why he who corrupted them not to they had been equal that's bullshit they were equal partners ironically is a fact that why do you was irish that would lead his defense to say there was no way he could have been informed uh... his defense lawyer j w carney junior would say
Starting point is 00:09:37 james bulldozer is of irish descent and the worst thing an irish person could consider doing is becoming an informant that was the first and foremost reason why j Bulger was never an informant against people. Case closed, everybody. Everybody knows that all Irish Americans have the exact same opinions on everything. Come on. They all share the exact same values.
Starting point is 00:09:58 All act can behave in exactly the same way. And that's why just like why do all Irish American people are murderous crime lords or something. I guess. Yeah, what a bunch of bullshit. Why he certainly was an informant. One of the most murderous and notorious FBI informants ever, if not the most murderous and murderous in the tourist. And one of the few to corrupt his handlers, you know, to the extent he did. His decades long handler, John Connolly, ended up convicted of racketeering in second-degree murder for shit he did with Whitey. Connelly's story so well started off trying to take down organized crime, then worked with organized criminals to do so, then essentially became a gangster himself and went to prison for the crimes he'd initially
Starting point is 00:10:37 dedicated himself to stopping. In addition to all of the usual crimes that go along with being a gangster, crimes like racketeering, money laundering, intimidation, extortion murder. Why do you both are also really corrupted some members of the FBI? Dude was clearly a charmer. Good at justifying what he did. His bodyguard Kevin Weeks would remember, we had good times. One time we were at the Ritz and Boston. It was probably the most upscale restaurant in the city at the time.
Starting point is 00:11:03 I'm sitting there with my wife and Whiteity and his girlfriend drinking Dom Perillon, eating caviar, and whity turns to me and asks, who deserves this more than us? I'm puzzled and go, what? He points to other tables. Does anyone in here deserve this more than us? It was a poignant moment where he was basically justifying what we were doing. The only problem was people were getting killed because of what we were doing.
Starting point is 00:11:30 In addition to being a specially charming, especially good at rationalizing what he did, why he also especially enjoyed the things he rationalized. We would say, if he had asked me to shoot a guy, I would have. Everybody working for whyadi was capable of killing and would do whatever they had to do, but he actually enjoyed doing it himself. I've heard many times that you greatly increase your chances of becoming successful in business.
Starting point is 00:11:55 If you do something, you truly love. But you'll work harder, you'll put in more hours. You'll give something everything you've got if you love it. And if you also have a natural talent for what you're doing, that's giving yourself truly the best chance for success. And finally, if you're lucky enough to catch some breaks, get some opportunities to excel at what you're best at
Starting point is 00:12:15 and what you love, well, that's the secret success formula, I think. Right? What are my best at? What do I love doing the most and what opportunities do I have to do what I love? This is why I think why he rose to the top. He was fucking good at being a gangster. He loved being a gangster, including killing any motherfucker that got in his way. And then the FBI would give him an opportunity to excel at what he was already good at, what he was already doing right to the top, baby.
Starting point is 00:12:39 Sky's the limit. Let's tell the story of why he bulge here. the limit. Let's tell the story of Widy Bulger. Head back to Boston today, one of my favorite cities. I actually worked on this script for three days in Boston. Lindsay and I took our first non-work not bringing the kids a little minivacation to Boston, days before recording this. First non-work not bringing the kids a little mini vacation and quite some time, not first ever. A work vacation to some extent, but not like going to do shows, right? Still a vacation.
Starting point is 00:13:12 We worked during the days, then went out for drinks in the back bay one night. Another night saw a dead and co-ed Fenway. Oh man, never went to a dead show before. So fun. Thoughts of Widy Bulger. Also, I'm sure catching a red socks games, you know, we're floating through my head. A lot of stuff was going through my head. I was tripping on a manageable amount of LSD.
Starting point is 00:13:32 I knew the dead would cater their set for fans tripping and I was right, it was glorious. But walking around town, working at some coffee shops, thinking about this dude completely fucking running crime in this big assass, beautiful historic city was, I don't know, just very interesting to think about. That one person could run so much crime in such a big place, made this episode a little bit magical for me. I could feel the spirit of whity around me, or maybe I just feel in the afterglow. Since we spend so much of this episode in Boston, it is worth getting a quick refresh on how the Boston Underworld developed and operated, leading up to the time that whity would engineer
Starting point is 00:14:03 his takeover, and then we'll timeline it from there. So here we go. Beginning in the 19th century as a working class port city with an organized labor force, a dock workers and team workers, our teamsters, excuse me, and numerous segregated ethnic neighborhoods. Boston was typical of the kind of US city where organized crime would find its footing. Like New York, Cleveland, Philadelphia, Chicago, and other large cities had a similar system
Starting point is 00:14:27 of criminal rackets. These criminal rackets took place mostly in small ethnic neighborhoods where people were used to banding together to look out for one another and make a living however they could, sometimes illegally. Just like we went over in depth in the Irish mob episode. When I start talking about the Irish mob, by the way, I keep saying Irish mob. I still keep thinking about that ridiculous YouTube video by sketch comedy late night show writer Connor O'Malley.
Starting point is 00:14:51 And my son Kyler showed me a long time ago. It's titled Simply Irish Mob and it is still so funny to me. Still stupid. Hanging out with a bunch of, hanging out in a bar with like 50 dogs and everybody's petting the dogs and everybody's drinking beer at a little tiny glasses Big peppy daddy
Starting point is 00:15:10 walking around Here go back talking back when back when the Irish were big We're starting the Irish mob was starting the Irish mob That might not be funny. Uh, context for anyone else. I just wanted to share what was uh, going through my head right now. Uh, I like the fucking dog detail.
Starting point is 00:15:32 I don't know why that's so funny. Many of Boston's ethnic neighborhoods were Irish, especially South Boston, referred to as Southeast. And that's where the most uh, you know, most of the organized crime took place. After prohibition was repealed in 1933 and all that bootleg and money had dried up much of the criminal activity across America, transition into labor
Starting point is 00:15:48 racketeering, loan shark gambling, cargo, pill forage, you know, basically stealing and an assortment of other crimes. By the post four years, the 1950s, gangsterism remained pervasive, even as FBI director Jay Edgar Hoover claimed that it didn't exist strangely. The key fover hearings in 1950, 1951, had for the first time dragged assorted mobsters in front of a committee composed of US senators. Televised live, the hearings were the first time the American public saw gangsters claim
Starting point is 00:16:15 their Fifth Amendment privilege to not testify. On the grounds, they would be, uh, incriminated. Then a decade later, the McClellan hearings chaired by Robert F. Kennedy, shed a harsh light in the Irish mob's involvement in trade unions such as the United Brotherhood of Teamsters which had more rank and foul members in the New England area than anywhere else in the country.
Starting point is 00:16:33 As a mob city, Boston was typical, but it was also unique in at least one respect. The dominant mafia family in Boston was not based in Boston. It was based in Providence, Rhode Island. The Patriarcha crime family, led by Raymond Patriarcha, senior, held sway over Boston in much New England, with mafia crews and affiliated criminal organizations throughout Massachusetts, Rhode Island, and Connecticut. But since they
Starting point is 00:16:56 didn't have a strong presence in Boston, that left something of a power vacuum there. There were mafia figures in the city, based in the Italian north end and they were powerful, but they were not any more powerful than various other criminal crews of non-Italian gangsters that existed throughout the city's many neighborhoods and suburbs. Effectively, this meant that Boston, its underworld, was decentralized. A series of interconnected suburbs and villages, you know, Somerville, Charlestown, South Sea, etc. each with its own set of local criminal crews. And the ethnic makeup of these crews was surprisingly diverse compared to a lot of other cities. Charlestown, Southy, et cetera, each with its own set of local criminal crews. And the ethnic makeup of these crews
Starting point is 00:17:26 was surprisingly diverse compared to a lot of other cities. It was not uncommon for major crimes to be pulled off by crews composed of Italians, Irish, Greeks, Portuguese, et cetera, all working together. That generally was not the case during this era of organized crime in other places. One major example of this was the infamous Brinks robbery, which took place on January 17th, 1950,
Starting point is 00:17:47 and netted $2.7 million in cash and securities. On the evening of January 17th, employees of the security firm Brings Incorporated in Boston, were closing for the day, returning sacks of undelivered cash checks another material to the company safe on the second floor. Shortly before 7.30 p.m., they were surprised by five dudes heavily disguised, quiet as mice wearing gloves to avoid leaving
Starting point is 00:18:09 fingerprints and wearing soft shoes to muffle the noise of their footsteps. All of them wore navy type p-coats, gloves and chauffeurs caps, each robbers face completely concealed behind a Halloween mask. Reminds me of a point break. They move with a studied precision, which suggested that the crime had been carefully planned and rehearsed in the preceding months. Somehow the criminals had opened at least three, possibly four locked doors to gain entrance to the second floor of the brinks or of brinks. All five employees were forced to gunpoint to lie faced down on the floor. Their hands were tied behind their backs and adhesive tape was placed over their mouths. The thieves quickly bound the employees and began hauling away the loot.
Starting point is 00:18:47 Within minutes they'd stolen more than 1.2 million in cash, another 1.5 million in checks and other securities, and it was the largest robbery in the US at the time, and there were virtually no leads. Since Brinks was located in a heavily populated tenement section, many hours were consumed in interviews to locate persons in the neighborhood who might possess info of possible value. A systematic check of currents and past brings employees was undertaken. Personnel of the three-story building housing in the Brings offices were questioned. Inquiries were made concerning salesmen, messengers, others who called it Brings and might know its physical layout, as well as its operational procedures. They also rounded up every gang and unaffiliated
Starting point is 00:19:25 criminal, but couldn't figure out who did it. In fact, it was conceived off, conceived of, and pulled off by a rafters mixed ethnic crew of hoods from around Boston. Reminds me of Boston's Gardener Museum heist that we covered in episode 337. So many different crews. Irish Italians, others fell under suspicion because there were so many different factions operating. But back to the brings job in the late 1940s, local criminal and narrow do well. Tony Fatspino got an idea. He thought, I should listen, wait, you know, it's cool nickname, but also reminder that
Starting point is 00:19:56 I'm needlessly increasing my chance of having a premature heart attack or developing diabetes. Diabetes. Maybe, maybe he thought that the Sicilian native,, made a name for himself in the Boston Underworld and with Massachusetts law enforcement for his burglary skills, also thought of a robbery plan. When he discovered that all the money collected around the city by Brinks came through their north end headquarters
Starting point is 00:20:15 every evening, he became obsessed with the new mission. What if he pulled together a small crew to rob the Brinks building one night when the city's hall for the day was all right there. Pino took his idea first to Joseph McGinnis, Joey McGinnis, another big wig in the Boston Underworld who agreed to join the new venture. They then assembled a crew of nine other co-conspirators who each brought their own skills and wrap sheets to the gang. For nearly two years, Pino meticulously planned the heist. His crew conducted thorough surveillance on the building, tracking the movements of the truck's guards and their loot.
Starting point is 00:20:45 It was an adventure. John Adolf, jazz Maffy, jazz Maffy! A member of the crew told the Washington Post in 1978, Pino kept telling us the money was in there. He never stopped. It's hard to explain, but it was exciting. We were younger, of course. I wouldn't do it now. Yeah, I bet it was exciting. The dream of suddenly having stacks and stacks of cash that you didn't have to pay taxes on or work for.
Starting point is 00:21:08 After the high, the FBI tried to round up their suspects, but it was like trying to hold onto fish. Some of them in the interview, were actual members of the team and known underworld figures like McGinnis, but the brain-seeing had planned for that and had their stories and alibis straight. Without any evidence to connect them
Starting point is 00:21:22 with the crime, law enforcement had to let them go. All of them had worked together and they almost pulled it off, but then division in the ranks began to spread as we've learned in previous rallies we've covered. Back in even when they pulled it off, it falls apart afterwards. The problem childhoods of Little Posse was Joseph James Spex O'Keefe, Jimmy Spex. The criminals had planned to wait six years before he was in the money, but O'Keefe kept committing crimes, which landed him in jail. As he racked up expenses for his defense, he became increasingly anxious about getting his hands on his share of the heist money.
Starting point is 00:21:52 Because of his legal troubles, he'd left his portion in the care of several of his brinks comrades. First time he got it back, he claimed somebody spent two thousand of it. Now for another prison stint forced him to entrust it with colleagues again, now is lost for good This time he said mafia fucking Jimmy specs claim part of it You know, he said and then the other part had already been spent on his defense And here is where things began to go off the rails retaliation for a pussy or for a perceived theft
Starting point is 00:22:20 O'Keefe Who've been brought in as one of the heavies of the group, began to put pressure on the others. When that didn't yield any funds, he kidnapped Pino's cousin, who had also been part of the crew in May of 1954 and held him captive until the boss finally paid the ransom he demanded. Pino was understandably f**king pissed about his cousin being kidnapped. Over the next month, O'Keefe survived three assassination attempts, the last of which was committed by a known hitman.
Starting point is 00:22:43 He suffers only minor wounds, ends up in jail again. While he's locked up a friend of his who had helped him put pressure on the game, goes mysteriously missing, suspected to have been taken out by Pino's men. O'Keefe, he had stayed religiously tight lips during every previous encounter with the FBI, but now when the feds approach again, he decides to talk. Marty's facing a long time away, he's worried for his life, and by this time, he only has bitter feelings towards his co-conspirators. For three days, starting on January 6, 1956, O'Keefe tells all, based on his testimony,
Starting point is 00:23:13 charges are issued on the 11 members of the Brink's gang just days before the statute of limitations was going to run out. Man, just days before. All of the thieves involved either serve time or died before their cases made their way through the legal system. So justice was eventually served mostly. Most of the money was gone for good though. To this day, only around 60,000 of the stolen money has ever been recovered. Back in the 50s, this heist was, you know, typical emblematic of the Boston underworld. Decentralized, disorganized, multi-ethnic, hot-headed. This is the criminal universe that James Bulger would enter in 1965. He had just spent nine years in prison for bank robberies,
Starting point is 00:23:50 having fashioned himself a John Dillinger-type criminal, a bank robber lead in a small group of criminals for one-off robberies before scattering with the profits. But now, back at a jail, perhaps looking at how difficult it was to share power, like in the Brings robbery, why do you decide he needs to rule the underworld alone. So he sets about systematically eliminating all of his opponents. And also some of the people on his own side.
Starting point is 00:24:12 He did whatever he felt it took to be the top dog, including breaking the main unspoken rule of being a gangster, becoming a rat, and secretly working with law enforcement. And now let's really get to know Wadi, this fascinating story. In today's time suck timeline. with law enforcement. And now let's really get to know Widy this fascinating story in today's Time Suck timeline. Right after our mid-show sponsor break. Thanks for sticking around. Now let's get to Moots soldier, we're marching down a time suck timeline. Gimmy James, Jim Bolja was born on September 3rd, 1929, and doorchester, Massachusetts. His full name was actually Jimmy James, Joseph Johnny Jack, Bulger Jr.
Starting point is 00:24:59 No, it wasn't. I checked the way it sounds with so many J words. His full name was James Joseph, Bulger Jr. Still said the way it sounds with so many J words. Now his full name was James Joseph Bulger Jr. Still a decent amount of J words there. Step into a Slim Jim was one of six children that included two younger brothers, Jackie and Billy. And one of Bulger's brothers would end up entering a life of public service, Billy,
Starting point is 00:25:19 that would end up helping Wadi tremendously. William Billy Bulger would serve as a member of the Massachusetts Senate for 25 years, president of the University of Massachusetts for seven years, and Billy and Jimmy would both become very well known in Boston for very different reasons. Both sons of James Joseph,
Starting point is 00:25:37 J.K.L. Heimer Schmidt, no, James Joseph, a bulgeant senior, a longshoreman. Both kids grew up poor, thanks to their dad losing his job when he lost an arm during an industrial accident. Sounds fucking terrible. Boulders lived in government subsidized housing in South Boston. I'm southe. Jim was the oldest son and as a teenager, he became the family's provider, helping his dad and his mom, Jane Veronica, Jean McCarthy.
Starting point is 00:26:02 Jean was the first generation Irish immigrant. And you know, her son, Jimmy put food on the table. Said he got his nickname, Whitey from his white blonde hair. And soon Whitey would begin his life of crime, perhaps initially a lot more motivated to help with his family. Then to be a gangster, maybe, maybe, or maybe right from the start,
Starting point is 00:26:20 he loved taking other people's shit. And beating and or killing anyone who tried to stop him, might rad on him or stood between between him and you know bigger paydays He started out with some tailgating A.k.a. pilfering goods off the back of delivery trucks He was first arrested when he was 14 years old for stealing and his criminal record continued to escalate from there As a youth he'd be arrested for larceny forgery assault and battery armed robbery and he would end up serving five years total in a juvenile reformatory, where he was not reformed. 1948, when he was 19, he enlisted in the U.S. Air Force, despite a record of disciplinary
Starting point is 00:26:53 problems while in the service, which included disorderly conduct and rape charges in Great Falls, Montana, his discharge four years later, 1952 was certified as honorable. Hoping that rape charge, yeah, I didn't stick, right? Sources only say charge, not convicted. That'd be beyond fucked up. The did stick, and he still was given an honorable discharge, right? Like, hey, we really don't know how you raped that woman in great false Montana, but overall, we don't like that. We don't, we don't care for it.
Starting point is 00:27:24 But overall, you got to know a good honorable airman. We're going to be discharging you with with honor around three years after leaving the Air Force, after working odd jobs, it never paid what he wanted and probably after a fair amount of petty crime lost a history. In May of 1955, 25 year old Bulger took part in a successful robbery in Patekitt, Patekitt, Tuckett, Rhode Island. A few months later, he did another, this one in Melrose, a suburb north of Boston, month after that in November, he and his partner drove all the way to Hammond, Indiana, and almost a thousand mile drive each way, where they hit the Hoosier State bank and netted $12,612. About a about a 150 grand in today's dollars.
Starting point is 00:28:04 Bulldoers always brandished to gun in these robberies and in Indiana, after forcing the bank's customers to light it on the floor, he was reported to have announced we don't get hurt anybody, but we have to make a living. Dylan, you did immediately after the robbery, why do you drove back to Boston soon? He heard that it's part of the Indiana robbery got pinched and squealed on him. Right.
Starting point is 00:28:22 The future rat gets ratted on and he leaves town. With his girlfriend at the time, a platinum blonde from Salty, he packed a car, headed out for a long drive, took him all the way around the country. I took him to Reno, San Francisco, Salt Lake City, Chicago, and more. By early 1956, Bulger's back in Boston, and he's still hiding out from the law.
Starting point is 00:28:40 Now, his former bank robbery partner, ratted him out to the FBI. There's still a warrant out for his arrest, eventually based on a tip from another informant, another fucking rat, feds catch up with Bulger. Hiding out with his hair dyed black, Bulger was hauled out of a revered night club
Starting point is 00:28:55 on charges of robin banks and Melrose, Providence, and Indiana. The agent put the cuff song Bulger was H. Paul Rico, an ambitious young FBI investigator whose primary focus was organized crime. One of the many agents, Bulger likely pulled into some nefarious gangland shit. Many years later on October 9th, 2003, when he was 78, Rico would be indicted for murder,
Starting point is 00:29:17 for persuading Bulger and an associate to sanction the murder of Oklahoma City millionaire, Roger Wheeler on May 27, 1991. Rico died a few months later in a Tulsa hospital before facing trial for murder. He was 78. We met Rico very briefly back in the Irish mob episode. Already at the age of 30, Rico was known to have a special talent for cultivating underworld informants. He was exceedingly polite with Bulger, which in later years, why do you would remember? Rico would later become a crucial figure in recruiting Bulger as a top echelon informant
Starting point is 00:29:47 for the FBI. With his former partner, having already ratted him out, Bulger confessed to the bank robbery. He said later that he also confessed so does girlfriend would not be charged as an accomplice. His understanding, when he confessed to not just the one robbery, but to a series of robberies, was that he would end up with a lighter sentence because of his confession. But then that didn't happen. He felt burned. The judge sent him to 20 years behind bars.
Starting point is 00:30:10 Just 25 years old, Bolger was shipped off to a maximum security federal facility in Atlanta, Georgia. And what comes next might surprise you, but maybe not. If you've listened to some of the old time-set episodes and have a great memory, or just have a good knowledge of formerly classified US government programs. In Atlanta, he was informed by prison authorities of a highly covert program
Starting point is 00:30:31 that was being offered to inmates as a way to cut time off their scents. The program was called Project MK Ultra, and it was being administered by the CIA. Right? MK Ultra was an experimental project involving LSD, AKA Acid. They were trying to find a mind-control drug doing experimental project involving LSD, aka acid. They were trying to find
Starting point is 00:30:45 a mind-controlled drug doing all these fucking LSD experiments. Still think about that episode sometimes. Inmates were given the drug on a regular basis and then observed by psychiatric doctors working for the agency. As part of this program, Bulger received injections, excuse me, injections of LSD once a day for according to some sources nearly 18 months. Others say he took at least 50 doses. Either way, that's a lot of fucking acid in prison. He wrote from prison years later in his final years about how this experiment affected him for the rest of his life.
Starting point is 00:31:16 He said, sleep was full of violent nightmares. Wake up every hour or so, still that way since 57. Auditorial and visual hallucinations and violent nightmares always slept with lights on. Holy fuck, acid every day. For a year and a half, if that's true. I cannot imagine tripping balls that often. Like, what would that do to your perception of reality? I wish I could have found out how strong his doses were.
Starting point is 00:31:42 I have to imagine they were all over the place from light to very heavy trips. And in a heavy trip, that environment is so important, it's so important to strong hallucinations. You're so sensitive, so easily influenced by your surroundings, your perception of reality can get bent so quick,
Starting point is 00:31:59 a maximum security prison full of violent offenders sounds like the fucking worst place to go on a heavy trip. Something having his mind fuck with like this definitely pushed him in the direction of being much more violent, a heartless killer, and you know what maybe it did. Later in his life, Wadi would also claim that he suffered from headaches and persistent insomnia as a result of the experiments for the rest of his life. Having your sleep fucked up for decades, that alone could make you do some crazy shit, being chronically exhausted, not good for the mind. Why do you also couldn't stop hearing grateful dead songs on loop in his mind after the
Starting point is 00:32:33 experiment? He said that some of the band's most popular live jams, right songs he hadn't even heard yet since the band wouldn't even start forming until after he left prison, played in his head continually for the rest of his life. It's fucking crazy. He didn't say that. I wish it was true somehow. Also while in prison in Atlanta, Bulger wrote letters to father Robert, uh, drynin' father Bobby, Boston priest who had become friendly with his younger brother Billy at Boston
Starting point is 00:32:56 college. Billy Bobby and Jimmy. Jimmy James Joseph, Johnny Jack, uh, draining his voucher for the Bulger family and why he sentencing herids. Because of his brother Billy, why he had other contacts as well. He was, Billy was friendly with John W. McCormick, a U.S. congressman who would become Speaker of the House while why he was in prison. I've got Johnny, Billy Bobby, another Johnny.
Starting point is 00:33:19 Bill implored McCormick to do whatever he could do for why he did McCormick did. He wrote letters made calls to the director of the Bureau of Prisons in Washington, arranged prison visits for the Bulldozer family, and letters from prison, YD promised both these men that once he was out, he would turn his life around, follow a more enlightened crime-free path. As YD's making those claims, he also could send to Alcatraz after prison officials discover him making plans to escape. He was just working on a backup plan, in case his bro and his bro's friends couldn't get him out. Looking back finally, just three years stay in Alcatraz
Starting point is 00:33:48 years later, Bulge admitted to CNN after his 2011 capture that if I could choose my epitaph on my tombstone, it would be, I'd rather be in Alcatraz, wishing to exactly why he said that, maybe because at the very least they weren't pumping him full of constant acid there. After Alcatraz, why do you be moved to Levinworth? And then he will be released shortly afterwards. Let's pause on why Dean Prison and turn for a bit to an institution
Starting point is 00:34:14 that will play a big role in the story to come after he gets out, the FBI. For decades, Jay Edgar Hoover, director of the Bureau since its inception in 1935, had denied there was such a thing as the mafia or mob operating in the US throughout much of the postwar years the primary folks at the FBI was uh what it called subversives alleged communist labor organizers civil rights activists
Starting point is 00:34:35 people who choice to chose to voice dissent in the land of the free who must be stopped for doing so you're supposed to use that freedom to agree with those empowered don't you know in the 1950s and major focus of the Bureau was bank robbers because they often cross state lines while fleeing a robbery. They'd been a primary target of the FBI since the days of John Dillinger and Pretty Boy Floyd. But in November of 1957,
Starting point is 00:34:58 it event that took place in upstate New York, changed all that. When a local police officer in rural Toyota County stumbled upon a large-scale summit meeting of mafia-made men high-ranking leaders mostly from all around the US, the estimated 80 gangsters scattered out into the woods. So many hot, hard Italian father-daddies dripping with marinara sauce scattering through the trees. Some of them are rounded up and detained.
Starting point is 00:35:23 The FBI learned just how much of a problem organized crime really was in the US after talking to him. The conference in Appalachian, about 15 miles west of Binghamton, was a seminal event, not so much in the history of the Lakosa Nostra, but in the history of federal law enforcement's understanding of the mob. No longer could Hoover claim that organized crime
Starting point is 00:35:41 didn't exist in the US. I'm not entirely sure how he made that claim before that, actually. I mean, FBI agents how he made that claim before that, actually. I mean, FBI agents did arrest Al Capone in 1929 when the agency was called the B.O.I. Bureau of Investigation, but you know, whatever. Maybe he thought Capone's arrest shut it all down. When Robert F. Kennedy began his high profile investigation of mob activity as Attorney General in the early 1960s, it became even more clear how deep the criminal underworld in the US ran. The question now was what to do about it. On March 14, 1961, Hoover issued a letter
Starting point is 00:36:11 to the SACs, Special Agents and Charge, Highest Ranking, Criminal Investigators in each region of the US. And it said, uh, today, the press television and radio, along with the express interest of the administration, keep this phase of criminal activity in a position of prominence in the public eye. Suddenly, we cannot relax more even momentarily our efforts in combating the criminal underworld including the prosecution of top hoodlums. The foundation from which we forge our attack must be kept strong and fresh with the full flow of information from well placed informants. All agents in conducting investigation of criminal matters should be constantly alert for the development of new informants and new potential informants
Starting point is 00:36:49 who may be in a position to assist us. This directive will really open the informant door that Widey will so masterfully exploit. Also, love that he is looking for top hoodlums. Damn hoodlums. Trying to tear this nation apart. Rat thinks booze us dips, pinko, scallywags, rascascals, scamp scoundrels, cads, rogues, and damn vagabonds.
Starting point is 00:37:08 In April of 1961 Hoover dictated and sent out a memo to each of the SACs of various field offices around the country, emphasizing the importance of intelligence gathering in the field of organized crime. The memo stated that it was urgently necessary to develop particularly qualified live sources within the upper echelon of the organized Hoodlum element. It will be capable of furnishing the quality of information required. As much as I hate to say it boys, we must work with these dreaded Hoodlums. The top echelon in formant program was born.
Starting point is 00:37:40 The program was inaugurated June 21, 1961, right, four years before Whitey gets out of prison. Each SAC charged with cultivating informants from the top tiers of organized crime. Another memo read, It is mandatory that the development of quality criminal informants be emphasized and the existing program be implemented and then greatly expanded. You are again reminded that the penetration and infiltration of organized criminal activity is a prime objective of the Bureau and to accomplish this it is necessary to give a renewed impetus to the development of quality criminal informants. Huttles boys crawl out into the suiz, get filthy and bring home some scum.
Starting point is 00:38:18 Each informant was given a code number when they were placed on the books, each FBI office had their own set of numbers, BS for the Boston office, CG for Chicago and so on. Then a number, 812, for example. Then either C for confidential informant or PC for potential confidential informant, when a source was made a top echelon informant, the letters TE will be added at the end of the sequence. For example, Patriarcha crime family, Captain Vinny Therese's number was BS-812-C-T.
Starting point is 00:38:49 The code was supposed to protect the confidential informant from having their identity exposed as memos, whizzed across the country between various FBI offices. Paul Rico was in an excellent position to benefit from the FBI's newly energized mandate. Already in his first decade as an agent, he had distinguished himself as a cultivator of informants. Born into a lower middle class household of Portuguese, Italian and Irish ancestry, he had ties to virtually all of the communities and underworlds in New England. He was sloppy with paperwork, but a convincing talker, so convincing that he quickly made contacts on all sides. It was his informant that it tipped him off as to the whereabouts of James Boulder back in 1957,
Starting point is 00:39:30 leading to the young bank robber's arrest and imprisonment. Rico made sure to be polite to Wide during the arrest as I said, just in case he could recruit him later as an informant. In the late 60s, Rico would be particularly involved in an operation that brought down Raymond Patriarcha, might senior the leader of the Italian Mafian Providence, and a huge crime boss Justin Bossen as well, you know, much into England, but we're getting ahead of ourselves. Back to Whiti, he was released March 1st, 1965 after spending nine years in prison. All that acid cut about a decade off of sentence. As a condition of his parole, he had to have a job so his brother Billy got Whiti a position as a colliope player and a ring toss Barker at a carnival in Southy.
Starting point is 00:40:10 Supasside, why does ring toss? Every ring toss around the bottle with a surprise. Anyone caught cheating. I'll take a fucking break back to your fucking skull. No, sorry. I don't think I'll ever get tired of playing that collabit track. No, why do you got a job as custodian? That makes more sense. At the Suffolk County Courthouse, kind of. Before long, why do you stop showing up for work, but still collect it as paycheck? So, we got a fake job from some folks who wanted to rob and run rackets with somebody who
Starting point is 00:40:40 was required legally to be gainfully employed. Almost immediately, he reestablished ties with some fellow criminals. Only now he was no longer interested in being a rove and outlaw. A lot of John Dillinger. He wanted to be more of a mobster with roots in the city's organized crime structure. Why do you return to Boston the middle of one of the city's most infamous gang wars? We covered this one back in our Irish mob episode. The war between the McLaughlin brothers from Charlestown versus the Winter Hill gang
Starting point is 00:41:04 led by Buddy McLean. I started back on Labor Day 1961 four years before Whites return when George Michelopoulin harassed the girlfriend of a Winter Hill gang member. I harassed him and he grabbed her fucking boob and for that transgression two Winter Hill gangsters beat him so fucking savagely they thought he was probably dead. And then that beating led to a lot of murder. For nearly a decade dead bodies turned up all over Boston. Men were stabbed, shot, bludgeoned to death, fucking bit mutilated. At the time, few of these killings were seriously investigated by police. Many were mob hits carried out by professional hitmen, virtually untraceable.
Starting point is 00:41:39 Others, the FBI knew who did it because they had a hand in some of the murders. They didn't kill anyone directly, but they did tip off informants to greatly help them take out the rivals. Told them when and where some guys would be in a good place to be, I don't know, fucking whacked. They served some dudes up on platters. So there was already, of course, corruption before why he showed up. In February of 1967, Life Magazine published a six-page spread about the Boston gang wars,
Starting point is 00:42:04 focusing on the McLean McLaughlin feud, which had resulted so far in 43 mob related murders in less than a decade. That's a lot of bodies. A lot of dead hoodlums and scallowags, thugs can't forget about the thugs. Under the headline, the thugs squash each other one by one. They printed two full pages of mug shots of victims. Our modern morbid fascination with true crimes I've said before is nothing new. By the time the life article appeared in print, buddy McLean had been murdered as had the
Starting point is 00:42:33 huge brothers and all of the McLaughlin brothers except for George, man who started it all. In 1965, he was convicted of murder and sentenced to life in prison. But even though the original factions were dead or behind bars now, violence still was spreading like a plague through the rest of Boston. Bulger needed to ally himself with someone if he wanted protection and he did. He chose the Colleen gang, named after their leader Donald Colleen and his two brothers Kenny and Eddie. Bulger was making money as muscle for the Colleen to ran a sizable bookmaking and loan shark
Starting point is 00:43:03 operation in the neighborhood. The clean became embroiled in a territorial dispute with the mullungang when white he was a member and the next gang war is now on. And white he needs to help take down the mullungang if he wants to increase his income and his power. Before getting into how he did that, let's detour just for a second into white he's family life. And for his release from prison, he was involved with former fashion model and waitress, Lindsay
Starting point is 00:43:26 Seer, who eventually became his common life wife in the 1960s. They have a son, Douglas Glenn, Wides only child who was born in 1967, but then the boy dies at the age of six. From Ry syndrome, a rare but serious condition that causes confusion, swung in the brain, a swelling in the brain, and liver damage. After experiencing a severe allergic reaction to aspirin, there's still no real effect of treatment for this, no real way to avoid it.
Starting point is 00:43:53 When I can tell, it's fucking super sad, super rare, only about two kids a year in the US get it. And when Douglas dies, why he is devastated. Before Douglas died, he was loving life. He had a sexy lady, a son, was making good money and taking shit over by any means necessary. With Billy Ocelevin, another bodyguard, Hitman, a hitman, Hoodlum, Scoundrel for the Colleen's, why do you have to take over Schema 1969? The first step would be to kill a prominent Mullen gang member, Paul McGonigall.
Starting point is 00:44:23 Many years later, Kevin Weeks would describe this in his book. He said, one day while the gang war was still going on, Jimmy was driving down seven street in South Boston when he saw a poly driving towards him. Jimmy pulled up his side of window to window nose to nose and called his name as Polly looked over, Jimmy shot him right between the eyes. Only at that moment, just as he pulled the trigger, Jimmy realized wasn't poly. It was Donald, the most likable of the mechanical brothers. The only one who wasn't involved in anything. Jimmy drove straight to Billy O'Sullivan's house on Savin Hill Avenue,
Starting point is 00:44:55 told Billy O who was at the stove cooking, I shot the wrong one, I shot Donald. Billy looked up from the stove and said, don't worry about it, he wasn't healthy anyway, he smoked. You've got a lung cancer, how do you want your pork chops? These motherfuckers are just so casual about shooting people, doesn't faze them in the least. Ah fuck Billy! I just shot the wrong guy in the face! Don't sweat it Jimmy, people die every day, and Juck off probably would have stayed in
Starting point is 00:45:21 front of a bus or something. Don't cry for spilled milk, don't cry out for shop bullets. Well, that is done. Now, come on, we got pork chops, T. Not eating my delicious pork chops and get a bring back no galut to dumb to duck when the point of pistol was face. So, good, my friend.
Starting point is 00:45:36 Billy just a year older than Widey was like a big brother, a mentor. And this murder, Widey will not be later charged for it. Not one of the 19 official members of his body count. So who the fuck knows how many guys this dude really ended up killing. And then Bulger's mistake would have more serious consequences for Oslovin than it would for Widy. Two years later, on March 28, 1971, Oslovin will be gunned down in the street outside
Starting point is 00:45:59 his house. The killing of Biliow was perpetrated by a trio of mulling gang members including Polly McGonagall who sought as revenge for his brother's death. I wonder if Jimmy would be cool with him being shot instead of Whidey for that. Don't sweat at Jimmy, yeah I'm dying, I'm bleeding out, what's done is done. Hey, I just made another batch of pork chops, my friend. No tears, wipe your cheeks off with my tender juicy pork chops. Eat one for me, my friend. Back to 1969 following your cheeks off with my tender juicy poke chaps. Eat one for
Starting point is 00:46:25 me, my friend. Back to 1969 following why he'd taken out Donald, the Mullen Killing Killing's keep coming. Set that five times fast. The Mullen Killing Killing, Killing's kept coming. The Mullen Killing Killing's kept coming. It was around this time that Pat and he, a Mullen gang member, we met back in the Irish mob suck and why he bulged, became arch enemies. No poke chops. We'll be together between these two rap-scalion hoodwinks. As rival gang members from the same area neighborhood, they were pitted against one another. One night outside the mad hatter, great name for a bar.
Starting point is 00:46:55 Once infamous bar located downtown, they traded gunfire in a wild shootout. Another time, Pat and he had bulge are literally in his sights in an alleyway in Charlestown, which shows not to pull the trigger due to fear of retribution. Since there were witnesses who could tie him to the murder of Billy Bulger's brother, he knew he wouldn't escape retribution, why these politician brothers saves his life here, just by being who he was. When his mentor, O Sullivan, was murdered on March 28, 1971, why do you decide time to lay low for a while?
Starting point is 00:47:22 He hides out on Cape Cod for about a year, nice place to chill out from what I hear. By the spring of 72, he ventures back into Southy, but another high profile killing is about, where another high profile killing is about to take place. This time it was his boss, Donald Kaleen. Donnie Kaleen, who was shot multiple times in a car outside his house in suburban, Framingham.
Starting point is 00:47:43 The murder was of course carried out by the Molen Gang. And then Pat Ney, Whitey's arch enemy arranges a sit down between the various criminal factions of South Boston. Now let's check out with our friends at the FBI. While all this is going on, they'll start to court Whitey. In the early 70s, Paul Rico was transferred to a field office in Miami. He maintains contact with his old partner, Dennis Condon, who was more active than ever in the FBI's ongoing battle against organized crime What has started out is the McLean McLaughlin gang war in the mid and late 60s Shifter to the clean Mullin gang war of the early 70s Condon along with Rico had served as a handler for a variety of informants from Charles town in Somerville including Flemmy
Starting point is 00:48:19 But they still didn't have a major informants in South Boston and that's where why he comes into the picture But they still didn't have a major informant in South Boston, and that's where why he comes into the picture He seemed like the perfect informant. He was well-spoken a physical fitness buff had a good sense of discipline Loved pork chops did a fuck ton of acid Also, he seemed to have a you know, seemed to have enough sense to understand how beneficial this arrangement would be In May of 1971 Condon meets with Bulger that month, he opens a confidential file in the gangster. After a few secret meetings between the two, Condon becomes frustrated. And in an internal FBI memo dated July 7, 1971,
Starting point is 00:48:54 he wrote, no go. Potential CI does not affect like poor chops. He's a hoodlum, but one who's constantly hallucinating, not stable enough for CI work. First time we met, he made me promise him, that I wasn't a dragon. And promise him that I wasn't a dragon No, and I promised I wasn't a dragon he kept asking me Are you sure you're not a dragon and then he had asked again a few seconds later as if we'd never discussed it
Starting point is 00:49:12 This went on for several minutes Then for another several minutes he kept having me reassure him that he was also not a dragon No, he said contact with this informant on this occasion was not overly productive. And it felt that he still has some innovations about furnishing information. Additional contacts will be had with him and if his productivity does not increase, consideration will be given to closing him out. So why he doesn't initially really jump at the chance to work with the FBI. I do think before he became one, he actually did hate a rat. This was a struggle for him, right? Probably, probably, i don't know hated rats after became a rat as well people can have all sorts of hypocritical
Starting point is 00:49:48 police after only three months as a hopeful informant bulger is officially terminated from the program it seemed that condon just didn't have recos gifts for developing relationships bulger wasn't the only recruit yet trouble and if you want to keep the informant program operating they needed a new star agent there was a strong potential candidate a young agent who had been born and raised in the same housing project as Whitey. His name, John Connelly. Connelly was connected to the Bulger family,
Starting point is 00:50:13 a former English teacher at South, or excuse me, at South Boston High School. He had actually joined the FBI 1968 partially on the advice of Billy Bulger, which is one of his childhood friends. In order to expedite his confirmation as an agent, Billy had helped Connelly secure a letter of recommendation from the speaker of the house, John McCormack, who we heard of earlier. Same politician right who wrote letters to federal prison authorities on behalf of Whitey.
Starting point is 00:50:35 It's all connected. Connelly had worked on Billy Bulger's initial campaign for state representative and remained a vocal supporter of Southeast rising political star. Since 1970, he's been assigned to an organized crime squad in New York City, but now he wants to come back home to Boston. 1972, Rico gets a hot tip via Jack from Boston. That is Steve Flemmey. While on the land, Flemmey had had to fall in out with Frank Sulemmey, who's a hazard of the profession, two hoodlums entangled together, cooped up in motel rooms and on long drives, fighting was to be expected. Plus,
Starting point is 00:51:04 they committed a murder together while on the run in the Nevada desert and their partnership took a bad turn since both were now nervous about the other ratting on it Flemmi headed to Montreal Or excuse me sell sell me hunt headed to Montreal Flemmi hung her down with this contacts in New York City By this time excuse me. I had that backwards. Sorry a little misprint my notes We had cat damn it Flemmi goes to Montreal. Fucking Selemi. I've seen York City's fucking names. By this time, Frank Selemi is a ten most wanted fugitive. When Fleming tells Rico that Cadillac Frank, as he's also called, is in New York, where John Connelly had just happened to be stationed with the FBI organized crime squad,
Starting point is 00:51:44 Rico sees on the opportunity to help his fellow agents. And the FBI disguises the scheme so that Connelly can apprehend Celemy, but it has to look good. It couldn't be an arrest based on Connelly receiving info from someone else. It had to appear as if Connelly himself apprehended Celemy just solely on his own initiative, so that Connelly could then get a promotion and get sent back to Boston. The official story was so simple, it seemed fake. On a snowy day in December 1972, Connelly is walking down the street, Midtown, Manhattan.
Starting point is 00:52:11 Happens to spot Frank Celemy, Chase's down the top, you know, the 10 most wanted fugitive on the street, Cuffs him, places him under arrest. The FBI then fudgers some paperwork to make the narrative look the way they wanted. They will do so much more of that with Whidey. Meanwhile a big criminal underworld meeting takes place in 1972 at Chandler's. Now, a bar located at the corner of Dartmouth and Chandler's Streets in the city's south end. Typical bar for working men and hoodlums and off-duty cops. President at the meeting is Howie Winter, who would take over as the leader of the Winter Hill gang
Starting point is 00:52:42 when Buddy McLean got murdered. Coincidence as far as his name goes. Winter Hill is a neighborhood. Nothingan got murdered. A coincidence as far as his name goes. Winter Hill's a neighborhood, nothing to do with how he went or as far as I can tell, unless some ancestor of how he not mentioned in sources was the Hill's namesake. Namesake. Also in attendance, John Russo, a Mofioso who represented the Italian north end had links to the patriarchar crime family in Providence. Pat Ney represented the Mulling Gang.
Starting point is 00:53:04 Bulger was there as a representative of the Colleen Gang, which was now led by Kenny Colleen. The purpose was to establish a power sharing framework, right, a way where everyone could get back to make money instead of senselessly killing one another. But fucking Kenny Colleen, not into the plan. He said he would never willingly turn over his gang's lucrative bookmaking business without a fight.
Starting point is 00:53:24 Bookmaking or being a bookie was very lucrative for Kenny and his crew. It was the only way to bet on sports in the England back then. A gambler would place a wager with a bookie. The bookie typically charged a 10% commission. Often a bookie worked as an agent for a larger bookmaker, a criminal gang, or the mafia. The agency covered the bookies, winnings, and loosens. If a bookie's customer won big, the agency would cover the payment. But the bookie was placed on makeup then, meaning he had to pay that money back out of future proceeds. Also, a fair amount of these legal bookies
Starting point is 00:53:53 would skew the betty nods in favor, you know, in their favor, to make sure that they generally came out ahead. And a good bookie can make a lot of money. And Kenny Colleen was in charge of all the bookies in Southy, cutting the rest of the criminal underworld off from a valuable source of cash. Despite his reluctance to share that money, the mobsters still wanted to make it true. The meeting of Chandler's lasted nearly eight hours, mobsters ate, and drank, and worked things out until they reached an agreement or at least thought they did. Why do you left the meeting less than pleased? He left convince his boss fucked up when he wouldn't share the bookie situation and that
Starting point is 00:54:24 he had to go Few weeks later he let's him know Kenny's walking past a car at city point when a voice calls out. Hey Kenny Colleen turned to see the familiar face of his buddy Why do you in the passenger side window holding the gun? It's over says Bulger. Yeah, the business no future warnings And then the car drives off and just like that. Why do you had taken out the Colleen gang? of warnings and then the car drives off. And just like that, why do you have taken out the Kaleen gang? Can he took the out now having provided a valuable service to the other mobsters? Why do he finds himself in a new higher standing within the city's
Starting point is 00:54:51 underworld? He and some buddies now start hanging out with the winter hill gang, a gang he will eventually take over in a garage in Somerville car called Marshall Motors, their new headquarters. From the new headquarters, why do you know his new associate, Steve Flemmey, began to corral all of the nonaffiliated bookies in town and demand that they pay tribute to the winter hill gang. Steve Flemmey will be Whiting's long time right hand man now.
Starting point is 00:55:15 A Roxbury native, Steve and Jay Flemmey got his nickname the rifleman during the Korean War when he was an uncanny marksman in the army. And that was a skill that not surprisingly will come in handy for his criminal work. In the 1960s, Fleming developed a close ties to both Irish and Italian gangsters, befriending Mafia boss, Francis Cadillac Frank Salemi
Starting point is 00:55:33 who we met and earned in reputations of cold blooded operative. He later joined up with the Somerville's Winter Hill gang. In 1965, he made another important associate, the FBI. He made this associate through his brother Vincent Jimmy the bear. Jimmy the bear Flemmi recruited to the FBI in March of 1964. And yes, his name was Vincent, but his nickname was Jimmy the bear, not Vinny the bear. That fucking threw me for a second.
Starting point is 00:55:57 His middle name was James. I was hoping it was Ronald or something totally unrelated to Jimmy. You know, Jamal Anthony Westbrook aka Jimmy the Bear. March 9th, MMO was sent from the Special Agent Charge the Boston Field Office to do director Hoover and it stated, Jimmy Flemmi is suspected of a number of gangland murders and has told the informant of his plans to be recognized
Starting point is 00:56:21 as the number one hitman in this area as a contract killer. Flemmi told the informant that all he wants to do now is kill people and that it is better than hitting banks. Informant said Fleming said he can now be the best hit man in the area and intends to be. And the memo further stated Fleming is going to continue to commit murder, but informant's potential potential outweighs the risk involved. So Hoover authorizes Jimmy Fleming's role's a top echelon informant knowing he's a homicidal mania
Starting point is 00:56:50 who stated goal is to become the biggest hitman in boston look everyone jimmy the bear is gonna kill people a lot of fucking people that he's jimmy many of them uh... will likely be innocent people who ended up uh... in the wrong place the wrong time and i don't like it the savage, but if we let him kill with the impunity We can take down a bunch of people betting illegally on sports I guess it wasn't you Jimmy there's Steve Steve officially becomes an informant on March 12th the same day the other brother Vinny will kill again
Starting point is 00:57:18 His target is Edward Teddy Deacon Deacon was connected to the powerful New York City-based Bonna oh there we go. Banano. The Banano Crime family. The Banano Crime family. He grown up in Boston's West End, became a career criminal. It's extensive police record. We'll go back to 1948 when he was arrested and charged with larcency. Larceny. Throughout the 1950s and 60s, Deegan was arrested and charged with break ins and arm robberies. In 1959, he was sentenced to six months at the Norfolk County House of correction. By the 60s, Deegan had become a mainstay of the Boston underworld.
Starting point is 00:57:51 And at 11 p.m. March 12, 1965, Edward Deegan's body was found lying on his back covered in blood with a 12 inch screwdriver near his left hand in an alleyway in Chelsea, Massachusetts. Police reports revealed that Deegan was gunned down approximately 9.30 while trying to break into a Chelsea finance company's office building. I guess that's when the screwdriver came in. He was shot six times. Police believes three different weapons were involved, one 45 caliber and two 38 caliber guns.
Starting point is 00:58:16 With an hours of Diggin's death, the Boston field office and a memorandum, memorandum to FBI director J. Edgar Hoover, identifying Joseph Barbosa,ince and Flemmi Ronald Ronnie the pig Caseso and Wilfred Roy French as present in the alley at the scene of the crime Ronnie the pig Not sure how we got that nickname wasn't a huge dude One news article referred to his nickname is being descriptive though. Maybe he was called a pig as a kid or something
Starting point is 00:58:42 Maybe a bunch of feral fucking pigs! Fucked his family to death, I don't know. Both Barbosa and Flemmi were informed so they managed to escape prosecution. On July 31, 1968, the court convicted Louis Greco, Henry Tamello, Ronnie Caseso, fucking Piedi Lemoni of Deegan's murder and sentenced him to the death penalty. Joey Salvati, Roy French, were sentenced to life in prison in his accessories to Deegan's pete limone of degan's murder and sent them to the death penalty joeys alvade roi french were sent to life imprisonment as accessories to degan's murder uh... luis greco henry to malo
Starting point is 00:59:12 uh... pete limone and joseph alvade uh... would later be x-rayed it exonerated completely they were simply the fb i's fall guys to keep their informants out of prison and two thousand seven many years later a landmark decision order the not the u.s US government to pay over $100 million, $101.7 million to the accused and their families for wrongful convictions, where the FBI knowingly put these dudes in prisons for crimes, they didn't commit to protect their CIs. Again, the FBI was doing crooked shit before why he showed up. A precedent had been
Starting point is 00:59:41 set years earlier of doing a legal shit on behalf of your CI. But getting ahead of myself, it was the brother of the Homicidal Maniac, the even more homicidal Steve Flemmi, who was now helping widey put pressure on some new bookies they wanted to work with, and they did apply some serious pressure. If you didn't pay rent, you'd be out of business.
Starting point is 00:59:59 Your family would be threatened, you might be murdered in a very violent manner to serve as a warning to other bookies. But there were also benefits to working with Whiting, the Winter Hill gang. If you as a bookie had a problem with a customer or a fellow bookie, the gang would take care of it. And if the gang also had a way to launder proceeds, right, which is a problem for a lot of bookies.
Starting point is 01:00:19 Winter Hill member, Michael London ran a check caching business and was always willing to cash checks made out by gamblers to john handcock or bay Bruth so the bookies grumbled but they also paid up even if they resented the terms one man chico crants definitely presented the arrangements remember his name it will come up later lusk you mean for most of the bookies it was a convenient partnership right Jimmy cats was arrested and charged with crimes like wire fraud, violating bank laws, but his arrest was an exception. The Winter Hill gang typically had enough muscle to get bookies out of trouble.
Starting point is 01:00:51 Richard Dickie O'Brien got to get some dick in the suck and of course in this episode, it's Dickie, another bookie. And why is it around Boston at least decades ago? It wasn't John James Dick Tom Frank. It was fucking Jimmy, James, Dick, Tom, Frank. It was fucking Jimmy, Tommy, Timmy, Frankie, Whitey. It was like there was some quota that had to be filled with 75% of dudes' names, have to end in Y or the sound of Y.
Starting point is 01:01:17 And I love it. Sometimes I wish I would have stuck with Danny, right? All my childhood friends, family, call me Danny. So I switched into Dan because my third grade teacher thought Danny sounded like a baby's name fucking Danny's way more fun than Dan fucking Danny talks a lot Fucking Danny sucks some shit Anyway by the time by the time Dickey would testify about his activities. He'd be 85 years old wheelchair bound and using an oxygen tank
Starting point is 01:01:42 He graduated Quincy High School, class of 1947, way before those days. After joining the army and serving a year in Korea during the war, O'Brien returned to Massachusetts and utilized a GI Bill attended Boston University. That in the last long, O'Brien dropped out of college, went to work with his father, also a bookie, who'd been in business since the 30s,
Starting point is 01:02:01 by the late 50s, when Dickey became involved as father, who had his own office in Boston, South end. Dicky worked as an agent for his father who in turn worked under a big time book maker named Bernard McGerry, Fock and Bernie. Bernie Dallas, later on the stand, Dicky would explain his role. He said, as an agent, you go out on the street and you get play. People want to gamble. They'll bet numbers.
Starting point is 01:02:21 They'll bet horses. They'll bet sports. They'll call it into their office, which my father and I, we ran that office and you sought to it that if they won, they were paid promptly. Now the payment arrangements would be if the agent had a winning week with sports and horses, he would receive 50% of what he won. The other 50% would go to the office. So we would collect what was coming to us and of course the agent would keep what was coming to them. Now the office obligation was to pay whatever the agent lost. So say that he lost 5,000 for the week.
Starting point is 01:02:47 Well, the office paid the 5,000. That 5,000 will be set aside called make up. Until the agent won that 5,000 back and got the office even, he wouldn't receive a commission. So it was an unwritten law that you stayed with in office. The office paid a certain amount of money to keep you in business. You stayed with them and you tried to work it off It's a pretty good arrangement for the bookies office, right? If you win a bet for the office 50% of the win goes to the office big cut and if you lose the office does cover the loss
Starting point is 01:03:14 But now you don't keep shit of your winnings in the future until you're fucking square with the office and The office would pay a you know a cut to whatever gang was protecting them and the gang would make sure that the bookies Who left the office with debts not worked out would be taking care of and anyone who lost bets that hadn't paid up also taking care of Dicky wouldn't get involved with the real criminal underworld until 1960 when his dad suffered a heart attack that led to his retirement a friend put him in touch with the patriarch of family and Providence thanks to the godfather of New England. OhBrien is assigned as an agent with the Angelo or in Angelo and Jule brothers in the north end. And he was officially working with them off you now. That lasted for eight years until 1968 when uh,
Starting point is 01:03:56 Genero Geri Angelo was indicted on a murder charge. In the movie Black Mass where Johnny Depp plays Wighty Bulger, there's a great scene where Wightiley beats the shit out of Jerry's nephew, Joey. I'll go back to Dickie. After Jerry goes away, he's once again without protection. Then he receives a message from a fellow bookie that there's a dude in South Boston who wants to speak with him. And it was Wiley Buller. They meet at a bar called Kimberly's and Quincy. Buller tells him in so many words that he thought Dickie should work with the Winter
Starting point is 01:04:25 Hill gang. For Dickie, it turned out to be a bad arrangement. Unlike the Mafia, the Winter Hill gang had no interest in establishing an office so that the bookies under their umbrella could lay off bets. The only interest that Winter Hill, the Winter Hill gang, had was in collecting rent from bookies, numbers runners, loan sharks, and other racketeers within their domain. Dickie made payments of $2,000 a week to Bulger, hand delivered in a brown paper envelope at Triple O's lounge at the South Boston liquor mart.
Starting point is 01:04:50 One of many bookies, no exact numbers given, given two granted cash every week to the gang, 104 grand a year, pretty good business. Why, he would later take over the South Boston liquor mart completely, so he didn't have to collect payments and someone else's establishment by threatening to have the owner,
Starting point is 01:05:04 Stephen Rayx killed That's a great way to get real estate that you want Hey, how's about you so me this place? Now why do he's not it's not for sale? Let me ask you is again. How about you so me this place? So I fucking kill you I fucking take it from you and You fucking goes on and you will I fucking take it from anybody who gives this place to you mother fuck Yeah, you're sorry. Sorry. I didn't hear you right. The first time. I'd love to tell you this place.
Starting point is 01:05:27 How does free sound? Well, soon, Dickey will realize just how powerful Widy can be. At one point, Dickey has an incident with another bookie. Georgie, Georgie Lebat, who worked for him. He'd run up a considerable amount of makeup, meaning Dickey had to pay thousands of dollars to keep him in business, and then Georgie disappears. Bulls are decided to find him. He arranges a meeting for Dickey and George,
Starting point is 01:05:47 they meet in the bar where Widy shows up and asks George, will you treat it right by Dickey? You will treat it good, right? George nods, Widy goes, what are you doing? You'll have a big amount of money and makeup. But you stop calling him. He doesn't have a chance to make his money back. George said he will take care of the makeup,
Starting point is 01:06:02 but after that, he wants to strike out on his own. And I guess Widy raised an eyebrow and say, you know, we have another business besides bookmaking. Killing assholes like you. Not subtle. Imagine someone like why do you both are staying there to you. It's terrifying. So, you know, George keeps working with Dickie. Such a simple plan. Why do you need to screw? Man, same plan is so many other gangsters make a protection money. Hey, you're going to give us money to protect your business from other people like us who might bother you one day or, you know, we're gonna fucking kill you.
Starting point is 01:06:31 I found the most random, Why do you bold your trivia? At least to me. Watched a bunch of videos online before dived into written research to really get my head around all this. This feels like a good place to drop this trivia in the timeline here. I'm guessing you have heard of Dana White President of the UFC biggest mixed martial arts professional fighting organization in the world White would have likely never gotten involved in the world of MMA or definitely not with the UFC Which would end up running had it not been for fleeing Boston for fear of whitey bulger at his goons his hoodlums
Starting point is 01:07:01 Having him killed in the early 90s when he was in his early 20s Dana got into boxing when he was 17. A few years later, partners with Peter Welsh, a local fighter, they partner in Boston. When he's around 20 years old, the two men started a program to keep trouble kids at a court and at a jail called the Muni in Southy, in Whitey's Hood.
Starting point is 01:07:20 Muni is in municipal court. Boston was very segregated at this time. They took kids in from different neighborhoods for free, taught them to respect each other through letting them spar together. And you know, the kids loved it, but since the program didn't make any money, you know, they didn't love it.
Starting point is 01:07:34 To pay the bills, they started giving private boxing lessons to businessmen and women, housewives, random dudes, looking to get tough, et cetera. Pretty soon their schedules are full. Lots of demand. So now they expand. And they start teaching boxing classes. They start bringing these boxing group classes
Starting point is 01:07:51 to area gyms. And those classes get popular. And so they're making you know some decent money. Just starting to. And one day, Dana is teaching class in the Boston Athletic Club. And in the middle of his class, some members of Bulger's gang walk into the middle
Starting point is 01:08:03 of the class wearing street clothes until Dana, we need to talk to you. And he's like, I'm in the middle of class. He has no idea who these guys are. And they don't care. We need to talk now. So Dana leaves class to talk to him thinking that maybe they're the gym owners or something? No idea who they are still. Then one of the men says he's Kevin Weeks, one of Bulger's lieutenants.
Starting point is 01:08:22 A guy who would also work as his bodyguard, tough dude, a fucking killer, and Kevin straight up told Dana that they wanted some money, couple thousand protection money. Dana ended up ignoring that initial request, doesn't confront him, doesn't start shit, just chooses to act like they'd never come back. Well, the week or so later, he's sitting in his apartment, gets a phone call on his landline,
Starting point is 01:08:41 he'd never given his fucking number to any of these guys. One of these guys is on the other end of the line saying that they want their money. They want $2,500. When Dana says he doesn't have it, they tell him, well, he better fucking figure something out because he hasn't told tomorrow, Sunday, 1 p.m. to come up with that money or else. Dana said he immediately bought a plane ticket after that phone call abandoned his business, a successful growing business and just left Boston, just fucking bounced by one PM the next day.
Starting point is 01:09:07 Moved to Vegas where he made connections that led to him to the UFC, the organization that made him a household name and insanely wealthy. He's now 53 years old and supposedly worth over half a billion dollars. Dude must have hated walking away from a growing business,
Starting point is 01:09:22 but you know, he wouldn't have to worry about why he in Vegas and he ended up building, you know, he wouldn't have to worry about why he'd be in Vegas. And he ended up building, you know, backup stronger. Good for him, fuckin' love that story. Also, the balls on why he and his crew, just walking up to whoever's runnin' a local business in their neighborhood and just sayin' like, hey, you owe us money.
Starting point is 01:09:36 It's insane, right? Did he just threaten people with death if they don't pay? Anyway, Dickie did not run away. He understood that if he wanted to work as a booking boss, then he would have to work with Whitey or the equivalent. Around this time, with the new confederation of gangsters set out to maximize profits, the group decides to take out a dude known as Indy and Al. How he went to Bulger and others took on this task as an assignment from Jerry Angelo, right? Mafia Boston, Boston, Indy and Al, aka Al, not the Ranjuli, and his crew had made it
Starting point is 01:10:07 known that they were going to take over Angelou's sports betting book, or Angelou's. They'd already murdered one of Angelou's bookmakers. Amafi also named Polly Faleeno. F**k in Polly. Not a name that ends in Y, but sounds the same. I love it. Jimmy Johnny, Dickey whitey poly 5 fucking Tony skinny fucking Eddie Regular size wallie little thick-up top of skips leg days every day Vinnie thunder thigh, but noodle on many Fucking big ass, but skinny side fat calf having skinny ankle regular size foot Danny Bologna Since none of them are close to not a rangelie They first had to develop info on his daily routine.
Starting point is 01:10:46 You know, what he looked like, where he lived, what kind of car he drives. They learned that Al drives of brown Mercedes, often frequents a bar called Mother's Cafe located near Boston Garden, where the blue and blue and played hockey, where the Celtics want to string a championships. On the night of March 8, 1973, the Winter Hill crew received word that not a rangel, was that Mother's drinking with some friends So they arrive in two cars winter is in one of them and this car were two machine guns and a backup car is bulger Bulger has a police scanner so he can track police whereabouts in the area smart
Starting point is 01:11:15 Also all the gangsters have walkie talkies during constant communication Even have a lookout inside mothers to notify them when Indian Al is gonna be leaving the premises They received that message around 2 in the morning. The person identified as Al, their target exits the bar with a couple of friends, a woman and another dude. The target gets into the brown Mercedes and the front seat behind the wheel with the woman in the passenger seat, front passenger seat, guy in the back, and the winter hill hit team follows.
Starting point is 01:11:40 Couple blocks away, the car with winter in it drives up, the two machine guns blast away. The driver and the male passenger are hit, the female survives. It's an outrageous gangland drive by. The problem was, Owl wasn't in the car. All that planning, and they still fucked up. Their spotter identified the wrong person. The gangsters now kill a kid named Michael Milano, a bartender at Mothers, probably one by Mikey, a completely innocent 23 year old
Starting point is 01:12:06 with no criminal affiliations. Right, with Whiti killing the wrong person seems to be a somewhat common occurrence. Y'all eat some fucking pork chops, tell each other not to worry about it. And they go on with the lives. The passenger was his coworker, Lewis, and Lewis's girlfriend, a dietician at Beth Israel Hospital
Starting point is 01:12:22 named Diane. And later Diane would testify. I turned around to ask Lewis how he was. And he was slumped forward. His eyes were glazed and he barely shook his head. I heard a very low noise of no. Having been trained in a hospital, I knew I couldn't do anything. So I put my hand on the horn and just figured someone would hear it. Cause some cop cars arrived soon, along with ambulances, Diane realizes that she had also been shot.
Starting point is 01:12:43 Her arm is drenched in blood. At the hospital, she'll discover that Lewis survived, but was paralyzed. Concerned for her safety, Diane now leaves Boston and moves to Seattle. Lewis will live for another 28 years as a quadriplegic on a respirator. More collateral damage I doubt those guys gave a shit about. Winter Hill gangs still had not gotten their guy, and they will end up taking out additional people before they do. Frank, Frankie Kapizi found himself caught up in the winter hill mobs murderers hunt for indian al not a rangelie fucking Frankie calzone a Franky french fry Franky
Starting point is 01:13:16 ferret Wrangler Frankie Filipino poli breeder I have no idea this dude had nick name or not in Franky maybe nick name maybe not Kap's case, he was in a car one night with a couple of members of not a Ranjali's crew, Al Bud Plummer and Hugh Sonny Shields, right? If you don't have a name that ends in a Y or IE, you just fucking give yourself a nickname that does. They just pulled up to a stoplight at the intersection of commercial and handover streets
Starting point is 01:13:39 in the heart of the city's north end. Kapise felt safe on handover street. He'd been born and raised in a cold water flooded. 452 Hanover on the exact corner where he now sat in the backseat of Al Plummer's Car. This was his neighborhood. His parents had come here from the same town in Sicily. Only they didn't know that until they met on Hanover Street.
Starting point is 01:13:57 Frank had joined the US Coast Guard in 1952 and then found himself stationed at a facility located on Hanover Street at the corner of commercial in Hanover. Then he became a made member of La Casa Nostra. And the night he was sitting in Al Plummer's car, March 1973, the last thing I bet he expected was to be shot at for two minutes
Starting point is 01:14:15 in a halo machine gun fire. But that's what happened. Frank was sitting in the head, could feel warm blood running down his neck and back, but there was more excruciating pain, but he was lucky compared to Plummer. Plummer's head was obliterated by bullets. Frankie was rushed to the hospital, had emergency surgery, which did save his life, and then he left the city of his birth and never returned. So many people just flee because of these dudes.
Starting point is 01:14:38 All in all, the Winter Hill gang will kill four wrong people before they kill the correct target here. I can poke chops, you guys. Lots of poke chops. Now continue with 1973, that year FBI agent Connolly is allowed to select his new city for his daring apprehension of a high profile criminal. So of course he chooses Boston. That's the plan. And he will be assigned there to the C3 unit Paul Rico's old stomping grounds. And now his task is to bring whitey bulger into the fold.
Starting point is 01:15:03 Subsequent legends will state that Connolly approached bulger and that seated together in a car at Quinties, at Quinties, this restaurant, they chat about how a mutual arrangement will, I'm sorry, not a restaurant, at Quinties, will last in one of the few words, I have about a fucking million pronunciation guides in this one, but I don't have one for a, well, last in, I don't know. W-O-L-L-L-A-S-T-O-N-B-E-C. At Quincy's, well, last in B-E-C. In a car. They chat about a mutual arrangement,
Starting point is 01:15:32 how it would work to both of their advantages. This story first made public in the book Black Mass by former Boston Globe reporters Dick Lear and Gerardo Neal, is clear in its suggestion that Connelly alone is the man who convinced Bulger that he should work for the Department of Justice. He seems to have formally agreed after some court in some point in 1974, helping him make up his mind with Steve Flemmey, Bulger's partner, that guy who was already in informant, guessing
Starting point is 01:15:59 Steve was fucking nervous to admit that to Whitey. For going on several years now, Steve had benefited from partnering with the FBI. He had even tipped off on indictments so he could get out of town from time to time and as we saw virtually able to murder whomever he wanted murder with impunity that sold whitey it was time to join up with the feds and now whitey boulder with the unity starts eliminated some of his rivals in Boston beginning with members of the mull Gang. Over a period of 12 months, from November 1974 to November of 1975, Bulger and his associates murdered three members. Once these three bodies have been buried underground,
Starting point is 01:16:32 why he was almost the mob boss South Boston. How he went there still technically is run in the winter hill gang. But that's about to come to an end. November of 1974, Bulger murders Polly McGonagall, the man whose twin brother Bulger murdered years ago, he was preventing the McGonagall family from ever getting revenge.
Starting point is 01:16:49 The crime would be Bulger's trademark, devious and effective. On the day before McGonagall's death, Bulger went to the bank and withdrew cash. All fresh, Chris Bills enough to fill the briefcase. He showed the money to McGonagall, claiming that the bills were counterfeit. McGonagall was impressed.
Starting point is 01:17:04 Bulger and McGonagall make an arrangement to meet the following day. McGonagall wants to purchase some of the counterfeit bills. They meet the next day seated in Bulger's car. Why do you open to the briefcase? Pauli thinks he's about to be a show in the money. Instead, Bulger reveals a gun and then he shoots Pauli in the fucking face. Next, Mullen, a gang member that Bulger kills is Tommy King, another prominent member of the gang.
Starting point is 01:17:24 He convinces other members of the Winter Hill gang to go along with the plan because he said he'd heard that King was threatening to kill a detective named Eddie Walsh. And Walsh was practically a member of the underworld, a cop who had close associations with many salty gangsters. Killing Walsh would open up a can of worms, make other law enforcement agencies look closer at his associates so the Winter Hill gang agrees. At the time, Tommy King believes that he's in a partnership with Bulger, which is why when why do you told him that he needed his his assistance in tracking down
Starting point is 01:17:50 and killing a criminal rival named Alan suitcase Fiddler. Okay, King was gay. That's a funny dictated. Ah, suitcase doesn't sound very tough, but I'm sure there's a cool story about he meets with Bulger gang leader, how he went her and an associate of theirs named Johnny, Matarano, fucking Johnny, two legs, Johnny nine toast, Johnny seven ball on the corner pocket on the side rail. They were all seated in Bulger's car, which Steve Flemmey behind him in the crash car. Flemmey handed out guns to everyone. What King didn't know was that the chamber of the gun, he was handed, was filled with blanks. He was seated in the passenger seat. Pretty much as soon as they pulled out from behind him in the back seat, Johnny Marrano shoots
Starting point is 01:18:30 Tommy King in the back of the head execution style. Bye-bye business partner. On that very same night, the King is killed. Bolger seeks out a third millen member, Francis Buddy Leonard. Fucking buddy bugle. Buddy, but a scotch. Buddy the elf. Bolger had a beef with Leonard, but a scotch, buddy the elf. Boulder had a beef with Leonard mostly because of his drunk behavior in the neighborhood.
Starting point is 01:18:49 Bulldozer was not a big drinker, never used drugs of any kind. He frowned on drunkenness, frowned on drug use. He smiled, unwanted murder, but he frowned on too much whiskey. He had an interesting moral compass. Part of his plan for taking over a boss of the neighborhood was attempting to instill the more rigorous code of personal behavior among salty gangsters. Buddy was not down with that. So why do you have to pay him some personal attention?
Starting point is 01:19:12 That night, just a few hours after killing King, Bulger finds buddy Leonard shoots him in the head, then takes Leonard's body, puts it in King's car to make it appear as if King had killed Buddy. And he spreads the word amongst other Mullen members that Tommy King had played a role in the murder of Polly McGonigal. Now put Tommy on the outs with the remaining Mullen gang members. The entire time throughout these murders, why do you is working with the FBI and John Connolly and wrapping Connolly around his finger? Immediately after the duel killings of King and Leonard, Bulger has Connolly input disinformation
Starting point is 01:19:40 into FBI 302s, confidential intelligence files. That King had murdered Buddy Leonard, left him in the car, and skidaddle. This is the beginning of a sneaky pattern of misdirection orchestrated by Bulger and his corrupt enablers and law enforcement. Excuse me, as an informant, he fed them information that helped cover up his murders and his FBI associates will only put his lies into his files, making truth out of complete fiction. Now, all that was left is to bury the bodies. And all of the Winter Hill gang members will be called upon to be on grave digger duty.
Starting point is 01:20:09 Pauli McGonagall is buried in a grave at Tenion Beach in Dorchester. Who had helped dig that hole? Well Tommy King, Doug a grave for someone else right before he got killed. Almost a year later, Tommy's buried nearby. Why do he does all this before becoming the boss of the Winter Hill gang? When he's a more kind of part of a ruling board, a coalition, he had a willingness to kill but so did other gangsters, but they didn't have as he rose to power his connections. No one dared to hit back at him for killings because of his brother. The politician fearing that Billy would bring on a level of heat that would wipe out the city's criminal rackets. And of course, there are connections in play that is gangster cohorts, fellow hoodlums, scalawags, and scoundrels don't know about the FBI and John Connolly.
Starting point is 01:20:53 Connolly even held Boulder when it came to criminal rackets. For example, Connolly intervened in a dispute between a vending company called Melaton and Boulder and Fleming. The two gangs are started their own vending company because why not, if I can make more money? And I had been going all over town threatening bar owners to install Melaton vending machines instead of their machines. Again, such a simple business plan.
Starting point is 01:21:15 Hey, how about you take our machine over here? I don't know, I like the machine I got. How about I fucking kill your family? But you take my machine over there and put it over there. The company approached the FBI to see if there was a criminal case. So he made against Bulljern Flemmey and that was a wrong move. Connolly handled the complaint personally, assuring mellotone lawyers, it would not be
Starting point is 01:21:33 in their best interest to pursue legal action and so they don't. He's effectively now a frontman for why he's gang on the inside of federal law enforcement, save him time and money. On another occasion and, you know, prison senses. On another occasion, Connolly gives bulldozer information that allows the Winter Hill mob to eliminate another informant in their midst. Richie Kastucci, Richie the jackal, Richie the wolf,
Starting point is 01:21:57 Richie the palmuradian, Richie the silky, Richie the old miniature Tuwaba with two gimpy fucking legs and very watery eyes and a lot of nervous stomach problems and anxiety. A bolter and other gangsters were especially impressed by this because in giving up Kostucci a registered FBI top echelon informant, Connelly's signal that his loyalty to the gang was more important than his loyalty to the FBI. His nuts. Right?
Starting point is 01:22:21 Let another top informant to their literal slaughter to help his top informant become a better gangster 1977 Connolly introduced Jim Bolger to his new supervisor at the organized crime squad Squad also in the C3 unit John Morris Johnny Johnny straight lace Johnny by the book Johnny never upsets mommy always does what he's told John was from the Midwest with the personality that was opposite of John Johnny Jackknife Connolly, who was highly personal in street smart. Morris was soft spoken plane couldn't have passed for street wise if he tried. But he tried to use the strengths of the team player and company man following orders to the letter to get ahead.
Starting point is 01:22:57 He arrived in Boston from the Miami field office brought with him a reputation as one of the best known nonsense supervisors in the FBI. This signaled a brand new turn in Wighty's relationship with Connolly. Even as informants, most gangsters were reluctant to meet with anyone in law enforcement outside of their direct handler, trying to minimize exposure. But Boldger and Connolly had entered into a relationship that was not your typical gangster handler arrangement. They were more like associates, partners, two men who saw each other as an opportunity
Starting point is 01:23:23 to enhance their standing within their chosen careers. Why do you code name for Connolly with Zip because they lived in the same zip code? Through Zip, they also call him Zippy. Zippy! Uh, Bulger got to know nearly every agent in the FBI's organized crime unit, including Morris, the supervisor, and he didn't stop there. In December of 1978, Zip introduced Bulger to Jeremiah O'Sullivan, another Irish American and also lead prosecutor of the organized crime squad.
Starting point is 01:23:50 This meeting had a sense of urgency. A few months earlier, Bulger had been abruptly dropped as a top echelon informant for a little bit when it was announced to the FBI that he was now the target of a federal investigation. Being the target of a criminal probe disqualified someone from being an informant. My Bulger and Steve Flemmey were under a massive investigation now for fixing horse races that tracks throughout the Northeast. You can murder all you want, whity, even when you constantly accidentally killed the wrong people.
Starting point is 01:24:15 What you cannot do is fix horse races, you motherfucker. This investigation wasn't anything that was going to go away soon. A coalition of prosecutors from different jurisdictions had banded together to launch the investigation and found that a sprawling web of criminals led by how he winner had bought off jockeys and fixed races at eight different tracks in five different states. Their source was an informant named Anthony Fett Tony Suella, an actual nickname, a Boston Mafiosi, who'd actually helped devise the scheme with winter. The rack had been going strong for nearly four years from 74 to 78, and they had netted more than $8 million from it.
Starting point is 01:24:50 In the fall of 1978, Fat Tony testified in front of a grand jury in New Jersey. Federal indictments for Whiti and others now seemed imminent. And now, Connolly along with John Morris, will worry that their best informants were about to be locked up for the foreseeable future. And people who could incriminate at least Connolly at this point. So Connolly introduced Widen to Jeremiah O'Sullivan, lead prosecutor in the case. It went against FBI informant handling regulations for the agents to reveal the identity of an active informant to anyone, especially a federal prosecutor.
Starting point is 01:25:19 But these were special circumstances. Connolly argued that Bolger and Fleming represented the FBI's best chance for making a major case against Jerry Angelo and the Mafia, which become the number one priority for the Boston Field Office. The agents explained all this to Sullivan, O Sullivan, who shared their dream of a major case targeting the Angelo brothers. O Sullivan told the agents he would look into it
Starting point is 01:25:41 and get back to them. And then he said he would meet with Wide, the men met in a hotel room on a rainy afternoon around Christmas and whatever Widy said to that dude, it worked. After the meeting in January of 79, O'Sullivan agreed to drop charges against Bulger and Flemmey. They're in the clear. They're not under indictment. Widy having the FBI and the federal prosecutor help him rise in the criminal ranks now.
Starting point is 01:26:04 What an interesting racket he was running. On February 3rd 1979 indictments in the case that were supposed to also be against why D&C Flemmey are announced. It was as if an atomic bomb had been dropped on the New England underworld, wiping out nearly a full-nearly full generation of prominent mobsters. 21 gangsters were arrested in a series of high profile raids throughout the region. 21 gangsters were arrested in a series of high profile raids throughout the region. Thanks to Connolly, John Matarano, Johnny Pancakes, Johnny Hazelnut Crêpes had learned about the indictment and gone on the run. How he went there was not tipped off and had been arrested. He was facing a 20-year sentence.
Starting point is 01:26:37 Bulger was reinstated as the top echelon informant. In addition, Steve Flemmey was officially reopened as a TE himself in February of 1980, with Special Agent John Connelly as his handler. The race fixing case would wipe out most of the winter hill gang and leave a power vacuum that Whidey would easily step into. Along with Howie Winter, Jim Maut Toronto, John's brother was also arrested. Joe Mac McDonald, who was already on the land, was forced to stay on the land. A host of other affiliated criminals were either arrested or forced into hiding and out of their ones profitable brackets and rackets with the help of the FBI and that prosecutor. Why do you just eliminate it? What a once-pin-a-zone gang.
Starting point is 01:27:14 This is what he and the prosecutor talked about. Now why do you right? He'll fucking rat on anybody. Now why do you didn't have to make trips over to the Marshall Motors garage in some reveal anymore? The old Winter Hill gang is dead, leaving the new de facto winter hill gang to be run by Whiti and Flemmi, but really just ran by Whiti. He was the clear top dog.
Starting point is 01:27:31 Whiti top dog bulja, Whiti head salami, Whiti big cheese and crackers and want and murder. Now Whiti would become the boss of the entire Boston underworld. Almost. One thing stood in his way, the mafia. Luckily Whiti had his best friends, the FBI, to help weigh them off. Yeah, luckily, why do you had his best friends, the FBI to help take them down? In January of 1980, the C3 squad was successfully planting a title three wiretap and active audio surveillance authorized by a federal warrant.
Starting point is 01:27:55 A bug was planted in the headquarters of Jerry Angelo, all right, the Patrika family underboss and de facto leader with Raymond and prison. Jerry Juccoff, Jerry Palmajana, Jerry Masarade Linguina Antonio Banderas. Known as the dog pound and Julo's modest headquarters at 98 Prince Street in the North End, thought to be the center of all decision-making in the Boston Mafia. It had been a dream of the FBI since at least the fall of Raymond Patriarcha or Patriarcha back in the early 70s to plan a bug at 98 Prince Street.
Starting point is 01:28:24 A hand-drawn map of the interior by Steve Fleming now helped him plant that bug. But in his paperwork Conley Lyd, saying the info came from Whitey instead of Steve and more assigned off on it. The reason he lied was because Jeremiah O'Sullivan, that prosecutor, only dropped Boulder from the race fixing indictment because he was needed or told he was needed to take down the mafia. And now here's the proof that he could help with the mission. The bug would remain in place for more than a year. On one occasion, Morph was so impressed with recordings. He arranged to meet Bulger and Flemmi at the Colonod Hotel in Boston,
Starting point is 01:28:55 brought along the actual tapes, played them for the gangsters in the hotel room. Morphs and Connelly, Bulger and Flemmi, all drank wine, slapped each other on the back, laughed, listened to a tape, which Mafia also, Nikki Giso talked about his girlfriend, was wildly inappropriate and illegal. This recording was supposed to be confidential, after all, Fleming and Bulger were not federal agents, they didn't have the right to listen to these tapes. Morris got so drunk that Fleming had to drive him home.
Starting point is 01:29:19 Later in the state of panic, he realized that his drunken state, he left the 98 Prince Street tape in the room with a colonel had rushed back to the hotel and retrieve it. Also a 1980 different bug is planted. That year state police bugged the North Station garage where Boulder holds court and collects tribute from bookmakers. Apparently knowing they are being listened to because I've been tipped off, Boulder and his associates engage in idle sometimes sarcastic banter. State police have no idea that these guys knew they were being listened to.
Starting point is 01:29:46 1991 John Morris is a temporarily transferred from the C-3 squad to oversee investigation concerning of all things, officers of the Boston Police Department taking gratuities from known criminals. Classic case of putting the Fox in charge of the hen house, the hen house. Morris was an expert on this subject. Since he'd secretly been taking money, lots of money from two of Boston's biggest gangsters for years.
Starting point is 01:30:09 Johnny Straitlase, Johnny by the book, is now Johnny's mommy doesn't tell him what to do no more. Johnny fucking bad boy. Johnny bad boy, bad boy, what's he gonna do? Morris's investigation of the Boston police would lead to nearly two dozen officers pleading guilty to charges. Some being sent to prison, dude sent tons of guys to prison for doing exactly what he was
Starting point is 01:30:29 doing during this investigation. Meanwhile, why do you keep sending fellow gangsters to prison while also having guys killed for being rats? Now let's see what else Whitey is doing. Beginning in the early 80s, Whitey implemented a hostile takeover of the neighborhood's drug trade. Within a year, he'd become the largest peddler of illegal narcotics in the history of South East.
Starting point is 01:30:48 He'd have associates buy a weekly intake of cocaine between 40 and 70 ounces, at least a kilo, which they always refer to as pizzas. In case anyone was listening, a kilo could cost anywhere from $28,000 to $34,000. They would cut it using solvents, things like Manital and Inocital or Inocital. The more weight the substances gain, the more money they could make off of it. And that kind of stuff is what scares me the most
Starting point is 01:31:14 about illegal drugs, not knowing what they've been cut with or how much has been cut into them. They also dealt weed, marijuana store in a triplex at 252 E Street, but never heroin. Why these interesting moral compass again at work here? It was well known that anyone who tried to sell smack in Southy would get a beating. Heroin and prostitution forbidden under the Bulger regime.
Starting point is 01:31:36 His new headquarters was now tripple those lounds. She also wrote around town now in his blue Malibu with wire rimmed wheels, had a vinyl top. Everybody knew it was his, he was brutal willing to do what he needed to do or thought he needed to do, including murdering someone close to him if necessary. And that would happen to probably his most infamous murder victim, Deborah Davis, 47 year old Steve Flemmey's 26 year old girlfriend in September of 1901.
Starting point is 01:32:01 Deborah learned that both men were FBI informants. The discovery came when Flemmey enraged Debra's insistence that he skipped a late night meetup with Bulger admitted to his collaboration with John Connolly. Bulger finds out in his fucking infuriated by Flemmi's confession. If Debra reported them to law enforcement, she would not only jeopardize their precarious relationship with the FBI, but their lives, right, in the lives of those close to them. Why he wasn't having that? Aware of how badly he fucked up,
Starting point is 01:32:26 Fleming now concedes to Bulger's demand that they eliminate Deborah. They hatch a plan. Bulger's gonna take Deborah to the mall. Then lure her to a designated location where Bulger will kill her. In a chilling statement in Bulger's 2013 trial about the decision to take Deborah's shopping
Starting point is 01:32:43 prior to her murder, Fleming simply said, you're so negative about it. Why don't you hear the positive side of it? Like in Fleming's mind, how they killed her was an act of generosity. They gave Deborah one last happy experience. How nice of them. After shopping, Fleming brought Davis to a house on 3rd Street in South Boston. Waiting in the house on 3rd Street was Widy Bulger.
Starting point is 01:33:03 It started from making it seem like Widy was taking her shopping there. It was Fleming taking her shopping. Widy is waiting at this house now. Widy, 52 years old at this point. Widy suddenly emerged from the shadows, wrapped his hands around Davis' throat. She struggled to break free. Squeezing tightly, never letting go of her neck.
Starting point is 01:33:18 Bulger dragged her down to the basement where he finished her off. Afterward, using a pair of pliers, Fleming now pulls teeth from his freshly deceased girlfriend's mouth so that her body cannot be identified by dental records. They later trust and wrapped her body, dumped it in a shallow grave near the naponcet river and Quincy, Massachusetts. I just fucking ripped the teeth out of the head of a woman that he had some kind of feelings for.
Starting point is 01:33:42 I just girlfriend. Steve Davis never got the chance to say right, his girlfriend. Steve Davis never got the chance to say goodbye to his sister. She disappeared seemingly without a trace. Two or three times, Flemmi came to Steve's mother's house and tears, professing not to know where Deborah was or why she disappeared. And then they didn't hear from him anymore. The Davis family suspected Bolger and Flemmi of having Deborah killed, but didn't know for sure. Deborah's mom had conversations with FBI agents who claimed that they were investigating the disappearance, but they seemed more for sure. Debra's mom had conversations with FBI agents who claimed that they were investigating the disappearance,
Starting point is 01:34:06 but they seemed more interested in what she knew about Flemmi than the whereabouts of Debra. Steve Davis wanted to talk to the FBI, to go with his mother who was meeting with agents at strange locations and odd hours, but she said, no, says Steve, when an agent told her, you have nine other kids to worry about now. She took that as a threat and stopped meeting with him.
Starting point is 01:34:25 That's cool. FBI threat need a victim's mother. Deborah's remains will not be found for 19 years. In April of 1982, Morris is approached by two agents from the labor racketeering squad, Gerard Montenari and Leo Brunik. They explained to Morris that they had begun to cultivate Brian Halloran, a southe-Hudlam as a potential informant. The two agents had come to Morris to ask what he cultivate Brian Halloran, a southe-Hudlam as a potential informant. The two agents had come to Morris to ask what he thought of Halloran's suitability.
Starting point is 01:34:49 In the course of this debriefing, Montorrani and Brunick also revealed to Morris that Halloran was claiming that he had been offered the contract to murder Roger Wheeler, owner of the massively successful casino, World Highly, by Bulger and Flemmi, and that that he turned it down and now Morris has alarmed. Roger Wheeler had been murdered in Oklahoma in May of 1991 and the investigation placed a call up to Boston connecting the murder with Bulger and Flemmi. Morris put Connolly and charge of the liaison between the FBI and the Tulsa PD hoping that Connolly would protect their prize informants and themselves. There was another alarming piece of information the agents wanted to wire up Brian Halleran and have him meet with John Callahan, former president of World Highlight.
Starting point is 01:35:31 Morse remembered there was a possibility that Callahan was involved with the murder of Roger Wheeler and thus Flemmey and Bulger. If Callahan said anything to Halleran, Morse's informants would be at risk. But in a matter of days, Morse directed Connolly to tell Whitey, there was a problem that
Starting point is 01:35:45 they should take care of. Brian Hallerin needed to die. Two FBI agents are essentially calling in a hit now. Four weeks later, May 11, 1982, Morris comes in to work at the Federal Billion and learns that Brian, weird, had been gunned down on the Boston Waterfront, along with Michael Donahue, an innocent victim who'd been given Hallor in a ride home. Right? Oh, well, throw some pork chops, and don't cry about it.
Starting point is 01:36:09 What's done is done. Morse, of course, provided the information that led to the murder, the once innocent Midwestern middle manager no longer innocent. Later on the witness stand, he would say he felt bad about it. So that's nice. But he never told any of his superiors, and he went out of his way, along with Connelly, to create a false investigative narrative to hide what had happened.
Starting point is 01:36:28 Connolly filed a report in which Bulger placed the blame for the Halloran Donahue murders on a group from Charlestown. The file read source advice at the story being put out by the state police is that the FBI got Halloran killed, but source advice that the people from Charlestown say, it was the state police who let the cat out of the bag.
Starting point is 01:36:46 And in fact, the Charlottes Town crew had information that Halloran was talking to Colonel O'Donovan and Trooper Frallick. So now they're fucking throwing these random police officers on the bus. Not only had they disguised Bulger's involvement, right? They put the blame on the Massachusetts state police and Colonel Jack O'Donovan, a man who for years
Starting point is 01:37:01 had been trying to sound fucking alarm bells about the FBI's relationship with Bulger. Couple shady law enforcement agents, right? Fucking over a clean one was about to expose him, Morris reviews and initials of a report. In August of 1982, another murder goes down. John B. Callahan shot twice in the back of the head, right? That former president of world high lie, though there was no proof that Callahan was an FBI informant, there was a fear that
Starting point is 01:37:25 he would implicate Bulger and Roger Wheeler's death. So we had to go. And then in 1983, Morrison Connolly, we get involved in the fallout of the murder of Teddy Deegan. Remember him, four men wrongfully convicted in his murder because of the FBI. In 1983, Peter, uh, PD Lemony was being considered for commution of a sentence. He'd been a prison for 18 years on the dig and murder conviction. There had always been rumors that the conviction of Lemony, Salvati, and others was tainted, but the criminal justice system fought back against those rumors. One of the people involved in the decision was named Michael Elbano, who was a member of the Massachusetts State Parole Board in 1983, was approached by John Morris and John Connelly.
Starting point is 01:38:03 According to Elbano, he was visited in his office and verbally bullied by the two FBI agents who told him if he voted for, you know, commuting Lemoni sentence, his career in public life will be fucking over. So Morris and Connolly, Johnny Badfet and Johnny Worsefet, really committed to keeping this innocent dude in prison to save their asses.
Starting point is 01:38:22 Albano considered the attempt to influence his decision by the two agents to be a flagrant effort by the FBI to intimidate him. And he voted to commute this guy anyway. Years later, after Lemony's sense was commuted, Obama went on to become the mayor of Springfield, Massachusetts. And then in 1995, he was the subject
Starting point is 01:38:37 of a very suspicious FBI investigation into wrongdoing in his administration. And Obama believed the investigation was an act of revenge by the FBI because he voted to commute, uh, Lemony sense. The FBI's probe of major, uh, of mayor, Obama was eventually thrown out a court. You know, just, there was, it was baseless. Going back to the FBI's activities with Whidey, as you may remember, he was working with the FBI to take down Jerry and Julo. In the early mid 80s at the FBI as the FBI in federal New England organized crime strike force under Jeremiah O'Sullivan were building a major case against Jerry
Starting point is 01:39:09 and his brothers or in the early mid 80s they were building this big case against him and his brothers Mikey Danny and Nikki. Fucking love it. Almost everyone's name ends and why or sounds like it does in this universe. It said articles on the mafia frequently appeared in the front of the Gloves Metro section. These articles based almost exclusively on law enforcement sources, cops, FBI agents, prosecutors who leaked the info to the press with the understanding that their names would not appear in print. Later years, it would become known that special agents, John Morrison, John Connelly, were among those unnamed sources, right? They're playing the media. The more info the feds report about the mafia, the less is in the news about Widy Bulger. That same year, a state trooper notices bookies showing
Starting point is 01:39:48 up at Hellers, a non-descript Chelsea bar, which turned out to be the bookies bank where checks from gamblers are laundered. In 1983, in July, another murder. Widy kills a jewel thief and bank robber named Arthur Bucky Barrett. If you don't have fucking the end of why, you gotta get a nickname. This guy was targeted for ext you don't have fucking the end of the wide, you got to get a nickname. This guy was targeted for extortion and we shot in the back of the head. November of 1984, 1984, why he kills again. He and his associates murdered John McIntyre, a Quincy fisherman who had cooperated with the authorities regarding boulders, drugs, smuggling and ill-fated effort to ship arms
Starting point is 01:40:21 to the IRA. The Irish Republican Army. I believe we talked about that in the Irish mob episode, didn't go well for him. This dude was strung with the rope, then shot in the back of his head, bollyas shots, then fired into his face. January of 1905, perhaps the most shocking murder goes down. At the time, Fleming had been in a relationship with Marion Hussey for over two decades, one of many women this dude fucked around with. When they started going out, Marion's daughter, Deborah, was two. Over the years, they developed a close relationship.
Starting point is 01:40:48 Deborah Hussey called him daddy. Hopefully not, sorry, I had flashbacks of fucking Arkella right there. He would read her stories and drove her to school. And then in 1975, when she's 26, now he's basically her stepfather and also her fucking lover, little bit gross. And on one night in January, Steve drives her to her own murder.
Starting point is 01:41:08 This guy's no soul. I've drive her to a house and letting her inside, bulger looped a rope around her neck, tied a stick to the rope, twisted it and tell she fucking choked to death. Then Fleming got on his knees and once again, pulled out the teeth of a woman, freshly murdered by Widey, who he had been dating. A woman in this case, they basically helped raise too, right?
Starting point is 01:41:27 He'd known her since she was two years old, and he's totally cool with her having her killed just to save his own ass, just straight sociopath. Bulldoor wanted Hussie killed because her mother was aware of her fling with Flemmi. She used drugs and talked carelessly making her liability. She was buried under the South Boston House house along with the two other male murder victims, or under A South Boston house. There remains to be transferred when the house was sold in late 1985. What a weird relationship. Why do you and Steve had? Can you imagine staying friends with somebody who has now strangled two of your girlfriends?
Starting point is 01:42:02 1986, the FBI joined the case, begun by the state troopers at Hellers. The bar that served as the bookies bank, we heard about a few moments ago. They planted bugs in the establishment, leading learning who paid, quote, rent to the mafia and who paid rent to Winter Hill. But they weren't really interested in who paid Winter Hill. The FBI only interested in going after the mafia
Starting point is 01:42:21 thanks to whiteies tentacles in the agency. Winter Hill connections will be buried. Later that year the FBI will bug Vanessa's and Italian food and poor him in the prudential center where the successors to Angelo, his regime, had set up shop. Whitey and Julo, I guess, he doesn't want to say Angelo, but it's like and Julo, I guess. Whitey and Steve continue to fly under the radar despite all the murders and drug running and fixing races and more, But all that will change in 1988 when the globe runs explosive four part series of articles under the heading the bulger mystique. The series put together by a group of four reporters designated the spotlight team was
Starting point is 01:42:56 as much about Senator Billy Bulger as it was about his alleged gangster brother. The articles delved into what became known as the 75 states read investigation to propose federal probe into a real estate deal in which Senator Bulger had received a suspicious $250,000 payment that might have been an illegal transaction. Senator Bulger claimed the payment had been alone, the money was returned to the person who made the payment, and he was right. The transaction had nothing to do with Whiti. The investigation to Senator had been terminated and no charges were ever filed against Billy Bullard, but the article series also mentioned Whiti Bullard had a special relationship with the FBI, and now Whiti and Connolly are wondering how the fuck did they get that information? Later, many years later during Whiti's trial, Morris will claim that he fed the info to bring about the end of the FBI's relationship with Whiti. So no other agents will be compromised like he had been. He wanted out. He wanted to stop putting more blood on his hands. Johnny Strait Lace, Johnny by the book,
Starting point is 01:43:49 still alive somewhere inside him. Wiley later said he did wonder if it was Morris. That he believed he had leaked the info to the press to get him killed by underworld rivals. What, you know, would make sense for Connolly and Morris get this guy killed and then they can get some distance between themselves and all the shit they helped that guy do. But there was no suggestion the press of corruption, just unnamed sources in the Massachusetts state police claiming that the FBI was possibly protecting Bulger from investigation by other agencies. Although Bulger's career is a racketeer including a number of early gangland murders was
Starting point is 01:44:21 detailed in the Globe series. There was no mention of the FBI leaking in photo bulger so that he could murder potential informants or rivals. No mention of his possible role in the disappearance of Deborah Davis, Deborah Hussie, and many others. But still, why do you know he's nervous? When will all his writing truly be exposed a truth that will certainly get him killed if he's not careful? 1989 Mafia boss Frank Sulemi survives an assassination bid by rivals from Vanessa's. He's fucking back out of the joint. That same year the Mafia will suffer a huge hit from the government. The Mafia also who gathered at Vanessa's to shake down bookies are indicted in 1989
Starting point is 01:44:56 and imprisoned in 1990. And why do you help take him down? Dude has been taking down rivals with the FBI's help for 15 years now. Also in 1989, a south Boston bar owner and mortgage company official, Tim Connolly will go to the authorities claiming that Whydy Bulger menace Tim with the knife demanding $50,000 after Connolly dropped the ball on getting alone for a drug trafficker who owned Who owed Bulger money strongest evidence yet linking Bulger to drugs and violence Following year Connolly also walks also wants to walk away from all of this. Why he is, you know, easily far and away, the biggest fucking crime boss in Boston now.
Starting point is 01:45:30 Connelly does try to walk away. He retires from the FBI in 1990 after 22 years, accepting a highly paid job with Boston Edison a utility company randomly. He's done living on the edge, wants to work somewhere that has fuck all to do with organized crime and why do Bulger? And now with Connelly out of the picture, the FBI drops bulger and Fleming as informants
Starting point is 01:45:48 and begins targeting them. Connolly at this point should have left the country. How could he not have worried that all the shit he'd already done with whitey was going to come back and bite him now? A 1950 one people said to be part of a South Boston based drug ring overseen by bulgers underlings are arrested. All eventually pled guilty, but only one of them agrees to cooperate with the government and he does not implicate bulger.
Starting point is 01:46:12 Good thing his crew had a more integrity than whited it, but without federal protection, it's got to feel like only a matter of time before somebody implicates bulger. Following year's state, police convinced bookie Burton, Chico Cranse. Remember, we talked about him a while back to become an informant and he claims now that he paid rent to Bulger and Fleming. State police bring evidence to federal authorities and join investigations launching it will go on for more than three years.
Starting point is 01:46:38 Federal charges seem imminent. Four years later in the spring of 94, the DEA, the Massachusetts state police and the Boston police department launched an investigation into Bulger's gambling operations. But despite being retired for years now, Connolly comes to the rescue again. He's contacted, he's able to point them in another direction, not just to save Whites Aspen to save his own. But he won't put off the inevitable for very long, following year, in January of 95, 65 year old Whites Bulger and 60 year old Steve Flemmey
Starting point is 01:47:05 are formally indicted for racketeering. They're charged with enough to put them away for life, especially with the investigation will inevitably lead to numerous other charges. Flemmey tried running, but was captured, he left a financial district restaurant and hasn't been free since. He's 89 now, still in prison.
Starting point is 01:47:21 Bulger was already gone. He had fled shortly before, which is girlfriend Theresa Stanley. He'd left a little bit earlier, and then returned a month later, after Stanley decided that she wanted to return to her children. But then he quickly flees again with a mistress,
Starting point is 01:47:33 44-year-old Catherine Gregg, right? Dude risks imprisonment for life to drop one girlfriend off and pick another one off and pick another one up. Bulger and Gregg now travel under aliases. They head first to Louisiana, they go to New York, they'll be elsewhere around the world, london other places before eventually making it to California.
Starting point is 01:47:51 Excuse me. On December 31, 1995, John Morris, John Connelly's former boss, now retires from the FBI. Not good for Connelly. Now he has nobody inside to protect him for, you know, and nobody able to cover up all of the shit that they did with Whiti. Two years later, he'll receive a call from someone representing the FBI's office professional responsibility asking about Whiti Bulger. This initial conversation will lead to more and more conversations, which will lead to Morris cutting a deal with federal prosecutor Fred Weishack in 1997, a man putting together a
Starting point is 01:48:23 case against former FBI agent John Connolly. In exchange for telling everything he knows, Morris is given immunity. Lucky him. He'll testify in a bunch of hearings, depositions, and trials over the next two decades. 1999, Bulger is officially listed on the FBI's 10 Most Wanted Fugitive List. At one point, being designated the Bureau's second most wanted man behind only Osama bin Laden.
Starting point is 01:48:45 A $1 million reward is issued for providing any info leading directly to his arrest. And while he's on the list, the government starts making an even bigger case on Bulger because they have new sources. After Bulger went on the run, Flemmi began to spill his guts to the feds on his former partner. And long time associate in Bodyguard Kevin Weeks cuts his own deal with the government. At one point in his life, Weeks looked up to Bulger's if he was a big brother or an uncle.
Starting point is 01:49:09 At age 19, he was hand picked by Widy to service his muscle. Bulger wanted someone physically threatened to result in, Weeks was his man. Bronny and physically capable, Weeks broke bones once beating a man who owed Bulger money. So brutally, he shattered some bones in his own hand. Weeks was also frequently called upon to help Bulger and Flemmi dispose of bodies of murder victims so we could tell the feds where all the bodies were buried.
Starting point is 01:49:31 Now, including the body of Debra Davis, who weeks helped bury. Weeks testified in court and served five years in prison. He was paroled in 2004, now lives once again in Southy, doing who the fuck knows what. So, September 21st, 2000, federal prosecutors unseal an indictment charging Boston's most infamous and elusive mob figure and longtime associate Steve Flemmey with involvement in the killings of 21 people between the two, from rivals to strangers
Starting point is 01:49:56 in the wrong place at the wrong time, to their own girlfriends. In a reign of intimidation and murder that spans some 25 years. Until then, the main defendant James Bulger had never been charged with murder though he was indicted in racketeering of racketeering in 1995. But in a long and complex investigation,
Starting point is 01:50:12 US attorney Donald K. Stern, fucking Donnie by the law, Donnie fucking lawyer guy, said layer upon layer of myth, fear and protection have been stripped away. Fleming was already imprisoned, awaiting trial for the 1995 racketeering charges. Same year, Greg is spotted at a hair salon and found in Valley, California,
Starting point is 01:50:29 where she had her hair dyed, while Bulger waited in the car park outside. So he flew again. May 29, 2002, John Connolly convicted by a federal jury of racketeering and obstruction of justice for secretly aiding organized crime leaders. The jury found Connolly, now 61 years old, not guilty the most serious charges against him, including providing info that led to the murders of three men and helping to cover
Starting point is 01:50:50 up the acquisition by extortion at gunpoint of a liquor business from a young south-boss and couple. Jerry also found Connolly not guilty of receiving a series of bribes from Bulger and Flemmey, though he was found guilty of taking $1,000 in a case of fine wine from Mr. Bulger and giving it to his FBI supervisor, Mr. Morris in 1984. Jerry also found the government had failed to prove that in the three cases, Connolly tipped off Bulger about what other informants were telling the FBI about his criminal activities. Info that the government said led Bulger to have them killed. But the jury did find Connolly guilty of alerting Bolger and Mr. Fleming about a secret grand
Starting point is 01:51:26 jury indictment against him in 1994, enabling Bolger to flee. The jury also found Connolly guilty of obstruction of justice and sending anonymous false letter to Judge Mark Wolff during the 1998 trial of Fleming in an effort to have the charges against Fleming thrown out. And after the verdict was read, Michael Sullivan, the U.S. attorney said that Mr. Connolly's conduct was appalling and that unfortunately, as attorney said that Mr. Connelly's conduct was appalling. And that unfortunately, as the evidence showed, John Connelly was not alone in being corrupted.
Starting point is 01:51:51 Morris had admitted on the witness stand that he himself had taken $7,000 from Flemmian Bulger and in exchange, he provided them with confidential information in the 80s. And he's full of shit. These guys took so much more than $7,000. Connelly faced 10 to 15 years in prison now. In 2003, the David's family, along with the families of Deborah, Hussey, and Louis Latif, two other murder victims of Bolger and Flemmi, file a joint lawsuit against the FBI and the DOJ on the theory that the government aided and abetted Bolger and Flemmi in the murders of their loved ones. In 2003,
Starting point is 01:52:22 the family of murder victim John McIntyre files a similar suit. Later, more wrongful death lawsuits are filed. This time by the families of additional murder victims, Ryan Haloran and Michael Donahue. The government aggressively contest these cases rather than reach settlements with the families. How fucked up? And that creates a lot of ill will as it should have
Starting point is 01:52:40 embossed in towards the Department of Justice. In 2004, an unassuming bureaucrat named James Mera is assigned to investigate matters of internal corruption surrounding Bulger's relationship with the FBI. Over a nine year period, he had become an expert on all government documentation pertaining to the relationship between the FBI and Bulger. But his testimony won't appear on the scene until much later. What a fucking mess all of this is. So many skeletons coming out of the closet, so much distrust now for the FBI and rightfully so for all the corruption. In 2005, the Mac and Tire family receives a favorable judgment of $2.3 million, money to be paid by US taxpayers,
Starting point is 01:53:15 Haloran and Donahue families, when their cases are awarded collectively 4 million damages, but then the rulings are overturned on appeal on the grounds that the families had filed their suits after the statute of limitations had expired. How fucked up? And how did that not come up earlier? Davis family along with the families of Hussey and Latif won their initial cases as well. They received judgments ranging from $335,000 to $1.3 million. Again, the government appeals, but in 2012, this time the financial judgments are upheld.
Starting point is 01:53:45 Also in 2005, an interview that Kevin Weeks did with the CBS news program 60 minutes, it was revealed that bulger and Weeks had considered killing how he car, Boston journalist and radio show host who wrote several books about bulger. Wonder how he felt about here and that. Bulger wanted to kill him because of his incessant lampooning of Senator Billy Bulger in print and on his radio show May have also been because car speculated endlessly about why he bulger's sexual preferences often portraying him as a covert gay hustler who liked little boys That's a fucking wrong dude to taunt car is lucky to have lived through that Kevin Weeks had even gone so far as to stock car to his summer vacation house
Starting point is 01:54:23 Where he staked out the location with the intention of shooting the famed columnist when he walked out his front door almost did that. But then when car emerged with his young daughter walking out the door, didn't carry off the hit. Dude came so close to getting whacked by hoodlums, bag of bonds. Now back to Connolly, he initially been sentenced to 10 years in federal prison, but now he was about to face a lot more time. Chickens are coming home to roost. These guys are getting cockatoodled doomed.
Starting point is 01:54:49 November 6, 2008, John Connelly was convicted of second-degree murder for leaking info to Boston mobsters that led to the 1981 murder of Roger Wheeler in the 1982 murder of John B. Kellahan. During the trial, Bullgear associates Steve Flemmey, John hand during the trial, Bulger associates Steve Flemmey John, uh, Marthorano and Kevin Weeks testify for the prosecution detailing Connelly's ties to Bulger and Flemmey. Flemmey testified that he and Bulger paid Connelly $235,000 over the years, but started cutting his payments in the late 1980s after he started attracting attention, uh, through too many luxury purchases, including a boat.
Starting point is 01:55:21 Yep, that $7,000 claim was bullshit. Even $235,000 seems like. IRS special agents Sandra Lemansky testified that during the 1980s, Connelly bought a 27-foot C-ray boat for just over $46,000. South Boston condo for $63,000 with a $12,000 down payment.
Starting point is 01:55:39 Brewster condo for $80,000 with a $15,000 down payment. Land and chat them, or chat them, casting it, chat them for $98,000 and then $15,000 down payment, land and chat them or chat them, casting it, chat them for $98,000 and then built a house on that property for $132,000. I can't believe money went that went that far. That wasn't that long ago. $235,000, 1980 said to be worth buying inflation calculator $867,000 today, but that's not really accurate because of how much real estate prices have leapt. When it comes to real estate, that money went a lot farther back then.
Starting point is 01:56:09 In 1998, the average price was $147,500 for a home. Now it's $929,000. So real estate over six times more expensive now in Boston than it was in 1980. During the 80s, Connelly's annual FBI salary started at $45,000, gradually increased to $65,000, she said. How is he buying all that shit? Making Connelly look worse. Denise Tast, an FBI employee who worked as an assistant to Connelly in 1988,
Starting point is 01:56:37 testified the one time when he was not in the office. She Connelly instructed her to leave his paycheck on his desk. Tast admitted that when she looked at the check, it was for $2,078, then she opened the middle drawer of his desk and saw about 10 more uncast checks inside. Thought I was a little suspicious that he didn't need all that money. Now that money wasn't shit compared to his hood of the money. Johnny Bankroll, Johnny Blood Money,
Starting point is 01:56:58 Johnny Cooquitos and Boats and shit. But now can't use it because he's in prison. Also, also testifying against Connolly was his former FBI superior, John Morris. Jurors deliberated less than three days before delivering the verdict after a two month trial, guilty of second degree murder, now faced with the possibility of life in prison. Also, in 2008, the FBI increased its reward to two million for info leading directly to Bulger's capture. Largest reward ever offered at the time by the FBI for a domestic fugitive. Bulger and Greg had been allegedly spotted in various places around Europe from 2002 to 2007, still unknown where they are.
Starting point is 01:57:36 January 15th, 2009, 68-year-old Connelly sentenced to 40 years in prison. Judge Blake said he crossed over to the dark side. Meanwhile, Bulger now makes it to Santa Monica, California. Living in apartment 303 at the Princess, Eugenia apartments, 1012 third street with his girlfriend, Catherine Gregg. I lived at 1445, six street for a year in Santa Monica while he was living there.
Starting point is 01:57:59 Less than a mile away, 0.8 miles. I do wonder if we ever crossed paths. Bulger lived less than a mile from where that old YMCA worked. That is my GM Coddy. Maybe he worked out there. He owned more than 35 arms, all fully loaded, hidden around this place, safeties off, ready to go to mum was notice. He kept some of his arsenal inside, cut out walls, hollowed out books, along with a ton of knives and over $800,000 in cash. Armed to the teeth, Bulger vowed he would never be taken alive.
Starting point is 01:58:29 Meanwhile at FBI's Boston headquarters at one center plaza, special agents, Nareen Gleason, and Rich Tien are still trying to track the stew down. The FBI is about to issue a PSA on Captain Greg, which they hope will generate some leads. Teen will later say, we didn't really care how he was going to be found. We didn't care if it was a local cop in Iowa or the DEA in Bogota. All that mattered was catching that motherfucker. That's a quote, I love that they threw out a motherfucker there. The FBI bought 350 time slots during daytime TV shows that appealed to women,
Starting point is 01:58:59 including live with Regis and Kelly, the view and the Ellen to Generous show. They thought the wide-earned and Catherine were likely living around fellow older people that Catherine would have friends in this demographic and the targeting older women would be the best way to catch them. And they were right. June 21, 2011, the Bolder Task Force lets the 30 second commercial spot fly. This is an announcement by the FBI, a female narrator declared, have you seen this woman? High resolution photos of Greg, you know, slide into the video frame next to the FBI shield,
Starting point is 01:59:28 along with reward in bold type of $100,000. Greg has had plastic surgeries, the narrator continued. I don't know why I'm sounding like fucking unsolved mysteries guy right now. She's wanted for robbery, James Wiley Bullsjer, a fugitive on the FBI's 10 most wanted list. 81 year old, why do you
Starting point is 01:59:46 maybe living under an alias, such as Donnie Grumpelstiltskin, Teddy Orthopedics, Frankie Metamusel, or Bobby Arthritis. Boateen and Gleason made sure that the commercial evoked a sense of fear for Greg's safety. They added a line about
Starting point is 02:00:02 Bulger's violent temper, along with the fact that he was wanted for 19 murders and hopes of mobilizing a sisterhood of female viewers that might help rescue the girlfriend of a terrible gangster from harm's way. Of course, in actuality, they considered her a willing co-conspirator in Bulger's escape. While the spot generated major news and soon Tien's phone was inundated with interview requests from media around the world, suddenly Greg's photos appeared on TV screens and websites all over the world. Suddenly, Greg's photos appeared on TV screens and websites all over the place. Bulls are related, say he was a sitting in his apartment, watching CNN, with a story flashed on the
Starting point is 02:00:30 screen, when he saw the picture he turned to Catherine and said, somberly, that's it. Back at one center plaza, special agent Phil Torrance, he was faced with the big pile of tips now. He recognized three different inquiries that had come from the same tipster, a woman named Anna Bourne's daughter from Reykjavik, Iceland. The person that I think is him is living at Princess Eugenia apartments in Santa Monica, California. Call me back immediately, Anna said, in an accent in English. They called themselves Charlie and Carol Gasco. It was Bourne's daughter who had once befriended Greg over the mutual love of a stray cat named Tiger. She even provided an actual location in a name which differentiated this tip from the rest.
Starting point is 02:01:09 Agents checked federal law enforcement databases, did find out that a Carol and Charles Gasko were living at the Santa Monica address she had given. The couple had no birth dates listed, no social security numbers, no California driver's licenses, no state identification cards. They were ghosts. Now it was time to contact the local L.A. FBI. Special agent Scott Garriola. Scottie good guy. Scottie beach bump. Scottie fucking venison. I don't know. He worked out of the L.A. office since 1991 and hunted and captured dozens of dangerous fugitives, including one from the FBI's top 10 list before this. Garriola summoned four members of his fugitive team
Starting point is 02:01:45 from the LAPD to join him on the hunt in Santa Monica, then called the tips to himself. He asked Borns' daughter, are you sure, or no, I'm sorry, how sure are you that the couple you met are fugitives that we are looking for? And she said, he, Bollinger claimed he was from Chicago,
Starting point is 02:02:01 but I've traveled around the country and I know it wasn't a Chicago accent. It was a Boston accent. Born his daughter replied, I got a several arguments with him. He's a racist and very anti Obama, but the woman he is with was very pleasant. I'm not 100% sure she added. I am 200% sure it's them. And that was good enough for Gary.
Starting point is 02:02:19 Josh Bond, the manager of the Princess, you junior apartments, I was napping on his couch in his apartment when he was awakened by a coworker who told him that an FBI agent was in the office. Bond went down to the office where the agent showed him photos of YD and Catherine, Garyola told him, I'll make this real quick, I'm looking for a couple of fugitives.
Starting point is 02:02:36 Are these the people living in apartment 303 at Princess Eugenia? Bond stared at the photos of his friends, Charlie and Carol, put his head in his hands, and he said, that's my neighbor, and his girlfriend, Yes, 100% it's them. Garyola told the manager their real names that they were wanted for serious crimes including murder. Bond was shocked. He told him, I know who Widy Bulger is.
Starting point is 02:02:51 I went to school in Boston. Garyola asked, You never put the two and two together? That this was Widy Bulger? And he said, I never saw a picture of him before. Well, it's him, and I need some information from you.
Starting point is 02:03:02 Bond was unsure whether or not to go out with him. he said, I never saw a picture of him before. Well, it's him, and I need some information from you. Bond was unsure whether or not to cooperate. Can we talk downstairs, he asked. Gary only didn't like that answer. He thought that maybe Bulger set up a trip wire to the apartment manager to lure him somewhere long enough for Widy to escape.
Starting point is 02:03:19 The FBI agent called his LAPD team members for backup. Bond now advised, okay, you should meet your team in the back of the building. He's always on the balcony with the paraphernalcators looking up and down the street. Gary Oloh said he couldn't believe I've clueless the manager was. He asked incredulously, and you didn't think
Starting point is 02:03:36 that was odd as well? But I don't think Gary Oloh spent enough time in Santa Monica. That city is full of apartment buildings, full of eccentric weirdos. I don't think I would have thought anything either. Yeah, so he's always watching the street binoculars. So what? My other neighbor thinks Steve Spielberg or Steven Spielberg. Stevie fucking stevie movie Spielberg stole the idea for Indiana Jones from him. Then another guy who lives downstairs is always working out preparing for the day. He's gonna
Starting point is 02:04:01 try and beat up Steven's a gall for taking his girlfriend 30 years ago. Sounds full of awe, nothing but weirdos. Bond then inquired about his subpoena, Gary Olequity mentioned the big FBI reward for why he's capture and that triggered the manager's arrest. Somebody's already in line for the $2 million reward for leanest of Bulger's doorstep, the agent said, but there's another hundred grand for Catherine. What can I do to help? Bond asked.
Starting point is 02:04:23 Oh, fuck yeah, bro. The agent told Bond to meet him in the back alley of the Princess Eugenia. The two men then went upstairs to the third floor and Gary Elder pressed his ear against the front door of apartment 303. It was silence. So Gary Elder sneaked down to the garage
Starting point is 02:04:36 underneath the apartment building, walked toward a set of storage lockers that were assigned to each unit. He found the locker for apartment 303 with the name Gascoes, Ritman Crayon, and had an idea. He retrieved a set of 303 with the name Gascos, written and crayon, and had an idea. He retrieved a set of bolt cutters, cut the lock off, take some stuff out of the locker, toss it on the ground, make it look like a burglary in hopes of luring a boulder downstairs. Gary Ella called for more backup than phone bond, called the Gascos
Starting point is 02:04:59 and tell them to meet you at their storage locker. Gary Ella ordered. Bond placed a call, but there was no answer. Moment later though, he gets a call back. Hi, Josh, did you just call? And it was Katherine Gregg. Yes, Carol F. some bad news. Your storage unit was broken into you. You want me to call police or maybe down in the garage.
Starting point is 02:05:16 Moments later, Katherine appeared on the balcony. Gary Ola fired off a quick text of Boston looking good, stand by. Then why do he himself stepped out of the apartment? We're in a white hat, track suit, tap dance shoes, princess wings, Michael Jackson wig, heavy leather chaps, or just a hat in the track suit and took the elevator down to the garage. Bulls really described the scene vivid detail and a letter to author Michael S. Eslander. When I got off the elevator, I could see my locker. I noticed that the door was hanging off and knew something wasn't right.
Starting point is 02:05:47 What first caught my eye was that I saw a few pieces of colored tape on the cement as if to mark positions like on a stage. I started walking toward my locker. A light was shined on me and quite a few men in full combat gear and armed with M4 carbines, fully automatic machine guns and a couple point-gloc handguns took aim at me. The agent charged her, who are you? And I said, who the fuck are you? Homeland security? I love it, actually. He was surrounded. The agent's demanded boulder, get on his knees, but he didn't want to kneel in a spot where they wanted him to kneel because there was a little pool of oil there.
Starting point is 02:06:19 Garyola backed this up in an interview. I said this dude was gangster to the end. He told the agents to fuck off. And they're like, get down to the ground. He was like, fuck you. 16 years on the run, millions and law enforcement spent all came down to this moment, a deadly standoff over whether or not, why do you would get his pants dirty? We will shoot they screamed, right? Bulger, at one point told him, go ahead. He wasn't kneeling down, but then he did move a few steps and kneel down in the spot where there wasn an oil. What's your name, Gary Ol'Az with the gun trained on Wides chest? You know who I am. Bulger said, Defiantly, okay, why do we have a warrant for your arrest?
Starting point is 02:06:52 Gary Ol'A then took out a pair of handcuffs, tied him to Bulger's wrist, his Catherine upstairs, Widey nodded. Do you have any guns up there? Yeah, Bulger replied, and they're all loaded. What do you mean? Do I need to call a SWAT team to get her out of there, Gary Olas? No, no, why do you share to him? All the guns are mine. She's never held a gun.
Starting point is 02:07:09 She's not allowed in my bedroom. Love to have separate bedrooms and they're a little hideout. Maybe it's because Whitey's sleep was so messed up from all that acid. Gary Olas sent another group text to FBI headquarters, one in custody, one to go, bold your captured, standby for Catherine. The agent got a female detective
Starting point is 02:07:25 to accompany him to apartment with 303. Santa Monica PD, Gary Ole Shouted, open the door. Catherine walked to the door, turned the knob slowly, opened it, let out an exasperated sigh. She knew the game was finally over. Inside the apartment, they find 30 guns, more than $822,000 in cash, knives, ammo, and again, much of it was hidden in the walls. March of 2012, Catherine Gregg pleads guilty to conspiracy to harbor fugitive, conspiracy to commit
Starting point is 02:07:52 identity fraud and identity fraud. And in June, she was sentenced to eight years in prison. And then she was released in July of 2020. She is now 72 years old. Jury selection of Bulger's trial began in early June, 2013. He faced a massive 33 count indictment, money laundering, extortion, drug dealing, corrupting the FBI and other law enforcement officials and participated in 19 murders. And who knows how many people he really killed, right? But they had evidence for 19, also charged with federal
Starting point is 02:08:20 racketeering for running a criminal enterprise from 1972 to 2020, eight years. Trial would begin on June 12, 2013. Over the course of the trial, many people would testify, including many of Bulger's old criminal associates, John Mara, who investigated his connection with the FBI and John Connolly, prosecutor Weishack, walked the jury through hundreds of pages of what became known as Bulger's rat file. Former FBI agent John Morris would testify. After having Morris take the jury through a distillation of his career and law enforcement,
Starting point is 02:08:51 why should I got to hear the heart or got to the heart of the matter? Asking now, all right, did you come to know a man named James Bulger? Yes, said Morris. Do you see him sitting in the courtroom today? Yes, I do. Would you point him out? Right there said Morris pointing towards the defendant. Bulger ignored him just like he ignored all the other witnesses. Over his testimony, Morris described how agent Connolly had convinced him
Starting point is 02:09:13 that the linchpin of their case against the mafia in Boston would be Bulger. He described how from the beginning, Bulger was given things that normally were not given to informants, meetings at homes instead of in cars and in hotel rooms. And soon Morris did that shit too. He cooked pasta for his guests, Steve and Wiley brought bottles of wine to have with dinner. Throughout his testimony, Morris blamed Connolly. And working with that testimony, the prosecution's argument was that Bulger corrupted Connolly and then Connolly corrupted Morris. Then like an infection, it spread to the rest of the FBI's C3 squad. The truth was, you know, if Morris had said
Starting point is 02:09:45 no to Connolly, the entire Boulder era might not have happened. Morris was an active participant. But the prosecution needed to build a case, and that's, you know, how it was going to happen. And it seemed like why do you knew that? As Morris spoke, at one point, why do you mutter you're a fucking liar? August 12, 2013, after two month trial, a jury of eight men and four women, deliberated for five days, found Bould a two-month trial, a jury of eight men and four women, deliberated for five days, found Bulger guilty on 31 counts, including federal racketeering, extortion, conspiracy, and 11 of the 19 murders. Bulger, now 84 years old, sentenced to two life sentences plus five years in prison,
Starting point is 02:10:19 November 13, 2013. According to the Chicago Tribune, US District Judge Denise Casper told Bulger that the scope, the callousness, the depravity of your crimes are almost unfathomable. And it seems, despite his advanced age, his bad behavior will continue. Fucking, why do you bad boy? Why do not a guy till the end? Some of the stuff fucking cracks me up at the Coleman prison complex in Florida
Starting point is 02:10:43 in September of 2014 Why do you would be disciplined multiple times including once for masturbating in front of a male staff member And once in February for threatening a female medical staff member according to prison documents when he was 85 years old He was fucking jerking off in front of a guard Still got it fuck boy. Look at my fucking dick. Look at it in front of a guard. Still got it, fuck boy, look at my fucking dick, look at it. 85 years, cotton diamonds, you piece of shit. Oh, fucking, come on your face.
Starting point is 02:11:11 February, February, Bulger had told the female staff member that your day of reckoning is coming. This guy, I mean, I don't wanna say I respect it, because he's so fucked up, but he did stay a gangster until the end. A rat, but also a gangster until the end. Bulger was sent to solitary confinement as a result, remained there until October when
Starting point is 02:11:32 he transferred to a facility in Oklahoma. August of 2016, Bulger asked the US Supreme Court to hear an appeal of his case. Nah, October 30, 2018 at around 820 AM. Bulger, 89 years old now. This found unresponsive at the United States Penitentiary in Hazelton, West Virginia, where he had just been transferred like hours before. He'd been beaten by a group of inmates with a padlock stuffed in a sock. They rolled his wheelchair, excuse me, into a corner before proceeding with a brutal attack. was so violent it displaced his eyeballs
Starting point is 02:12:06 He was unrecognizable and bleeding profusely, but still alive When found by prison authorities at 820 that Tuesday morning Tough son of a bitch Not getting on the door at nine years old and a beating like that, right? Still doesn't just immediately kill him fucking why do you wicked tough? Oh Jimmy hot bones Jimmy thick skull Jimmy holy fuck wires at eyeballs That, right, still doesn't just immediately kill him. Fuckin' why do you wick it tough? Oh, Jimmy Hardbones, Jimmy Thick School, Jimmy Holy fuck wires at eyeballs, doing a, down his cheek like that.
Starting point is 02:12:32 Guard's immediately undertook life saving measures, but he was still in pronounced debt. Prison official identified one of the suspects as Freddie Gius, of course, ends in a while. 51, a hitman from West Springfield, Massachusetts. Freddie fuck around and find out, Freddie eyeballs. Freddie was serving a life sentence at the Hazel's in Penitentiary
Starting point is 02:12:51 for the 2003 killing of the leader of the Genovies crime family in Springfield. Freddie's lawyer would acknowledge that Freddie had a particular distaste for cooperators. Hated a fucking rat, a snitch, a stool pigeon, a squilla. Born into a Greek family, Freddie could have never been made a med made man But he was a mob enforcer and hit man and he was notorious for hating rats and men who hurt women He refused to take any plea deals or work with law enforcement on any level when he was sent away for life
Starting point is 02:13:18 He is now 56 and will die in prison. I'm not surprised he took out whitey after all those years whitey Finally gets justice, poetic justice, killed for being a rat. Back in Boston, particularly in whitey bulgers, old stomping grounds in Southy, many were relieved at the news that the long deadly saga of whitey bulger was finally over.
Starting point is 02:13:37 In 85 year old man named Ed, who did not want to give his last name because he said he knew when a bulger's brothers still talked with him, didn't want to alienate him, spoke from any when he said that Mr. Bulger's death represented justice. He said, I hate to be morbid, but knowing the way of a person he was, it's probably a long time coming, seeing that he was responsible for so many other families and people's misery over the years. There's an old saying, what goes around comes around.
Starting point is 02:14:03 Many of the families, the Bulger's victims did not hide their glee when they heard about his death. Patricia Donahue, whose husband Michael Donahue was killed in 1982, that innocent bystander killed along with Brian Halleran, said, all I really wanted to do was get that champagne bottle and pop that cork. Fucking love it. Fucking love Boston people. Mrs. Donahue said, it's been a long time waiting.
Starting point is 02:14:24 Now my family can relax a little bit. Now that we don't have to worry about her in his name all the time. And then Steven Davis, the brother of Debra Davis, said he was pleased. He died the way I always hoped he, he died the way I hoped he always was going to die. And with that, let's get out of this timeline. Good job, soldier. You made it back. Barely. Let's get out of this timeline Okay Right before the recap let's squeeze in one more sponsor
Starting point is 02:15:02 Today's time suck is brought to you by Whipple Iris Gangster nicknames addition each fucking can of the world's most fucking powerful energy drink was made by the greatest team Today's time truck is brought to you by Whip-Ooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooooo Larry brickbat McSweeney, Johnny Pukchops, Faktani, Grease, Weasel, Tails, Quinn, Frankie makes a better Pukchops than Johnny Pukchops McMurphy, Willie Animal Cracks McGregor, Larry don't let him lick your uncle or Ryan, skinny Vinny, regular size Patty, Tiny Tommy, not quite tiny, but I have a hard time justifying column of normal sized guy Gary Walsh. And last but not least, Joey always takes the last piece of fucking pizza, even when he's at someone's house who never really fucking invited him. And he's trying to make it clear to fucking non-verbal body language cues that it would be best
Starting point is 02:15:51 if he leaves, because he's so fucking annoying and he always smells like pickles. He would go, no one has ever seen him eat the same fucking pickle which is weird, because we talk often about how fucking crazy it is. But everyone's waiting to catch his mother fuckingdipical, but no one ever can. It has been at least eight fucking years since that pizza swiping wrap-backed first-guys that's super long nickname, O'Malley. Fuck you, fuck your family, and drink,
Starting point is 02:16:14 we're all Irish gang to nicknames edition. We're gonna lay proud subsidiary of their evil and corporate. Ha! Hell yeah. That's the kind of energy I want. So I can be, Danny Riccord, six hours a research and less than three hours comments. But enough about sweet, sweet weapon.
Starting point is 02:16:33 A whity bulger, very different end to most organized crime stories. Very rarely do we see a criminal underworld figure lived to such an old age. So many of them are gunned down as relatively young men in their 40s or 50s if they live that long. Even if they make it to their elder years, they're often forced to go into hiding from other gangsters.
Starting point is 02:16:50 You know, they've made enemies with along the way. Witness protection, just moving the fuck out of the area and never come back something. We learned that in our Irish mob suck, but not with Whiti. Not until the very end. Not until he was, you know, pretty advanced in his years. Until he finally lost fed protection. He just kept killing.
Starting point is 02:17:06 Didn't even hand the murders over to someone else when he got close to what is retirement age for most, still wanted to be the one to pull the trigger. Still wanted to be the tough guy. What an interesting rise to the ranks he had. Able to make it to the top, thanks to his own cunning, ambition, ruthlessness, and being lucky enough to have a high ranking politician
Starting point is 02:17:22 for a brother and being willing to work with the feds and be the biggest rat in the history of organized crime in Boston. His brother helped him get out of prison years before he otherwise would have during that first tent for robberies, later working with the clean gang on the streets of South Boston, his brother's presence protected him from retaliation. Then Wadi Bulger found himself the biggest protector of wall by the FBI. Originally created back in 1961 by Jay Edgar Hoover, the top echelon program, was supposed to recruit gangsters to have them provide valuable information in exchange for some level of protection. But likely no one could have anticipated how far Wadi Bulger and John Connolly would take
Starting point is 02:18:00 that promise of protection. Bulger fed Connolly a steady stream of information on the Patriarcha Crime Family based nearby Providence, Rhode Island, Patriarcha Family members were sometimes allies, my God, but often rivals with the Winter Hill gang. And the FBI essentially sided with Whitey and the South Boston gang in this ongoing competition. And Whitey while committing murder,
Starting point is 02:18:21 after murder while running drugs, selling guns, extorting local businesses, running illegal gambling operations and on and on and on will convince his FBI handlers time and time again to look the other way and sometimes help him while he ratted out other gangsters for doing the same shit that he was doing while he also bribed those FBI agents and that went on for two decades finally in 1994 the drug enforcement administration the Massachusetts state police and the Boston Police Department, launched an investigation into WIDI, accurately believing the FBI had been compromised.
Starting point is 02:18:50 In December of 1994, the now retired Connolly helped his informant and himself one last time and told Bulger arrests were common. Get out of here. WIDI spent the next 16 years on the run as a fugitive. Joining him for much of that time was his girlfriend, Catherine Gregg. During his time as a fugitive, Bulger and Gregg traveled frequently, where reported to be a scene in Vancouver, British Columbia, London, England, and a ton of other places. And finally, he settled in Southern California.
Starting point is 02:19:16 He and Gregg ultimately were arrested in 2011. Outside their little apartment in Santa Monica, California, a few blocks from the beach. He was charged with 48 federal crimes, including 19 charges of murder, two years after his arrest, jury found bolder guilty of 31 counts, sends the life in prison plus five years. Over a decade earlier, Connelly was indicted in December of 1999, charged with feeding confidential information to Bolder and Flemmi, line and FBI reports, taking bribes, other racketeering charges soon follow.
Starting point is 02:19:44 Connelly was convicted in 2002, sentenced to 10 years behind bars. Then in 2008, Connelly was convicted of second degree murder for another one of Bulger's victims, sentenced to 40 years on that conviction. Guaranteeing that Connelly would spend the rest of his life in prison almost did. He was recently released because of ill health and allowed to live back in Boston under constant supervision. Finally, in October 30, 2018, Bulger, 89 years old, using a wheelchair because of ill health and allowed to live back in Boston under constant supervision. Finally, on October 30th, 2018, Bulger, 89 years old, using a wheelchair
Starting point is 02:20:08 because of the hip injury, killed hours after he arrived at the Hazleton Federal Prison in West Virginia. Fellow inmates beat him to death using a padlock stuffed inside of a sock, a fitting death, according to many of the families of Bulger's victims. And even though many of the figures in this story
Starting point is 02:20:23 are either dead or in prison, there are still questions that remain. Likely will never know what goes on in the FBI, but their remains legitimate concerns about how organizations like these partner with criminals and decide who gets let off the hook for reasons like friendship and greed and who gets hung out to dry. While Bulger isn't around anymore, he leaves behind a legacy as the last true Irish American mob boss of Boston and also the biggest rat of them all. Jimmy Top Dog, Jimmy Top Guy, Jimmy Pock Japs with the side of Juppie eyeballs, Jimmy the rat. Time now for the takeaways. Number one, James Whitey Bulger, a career criminal who rose to become Boston's premier
Starting point is 02:21:08 mob boss, beginning in the 1960s. While operating with the Winter Hill gang, he made a name for himself for fighting against the Mullen gang for consolidating both under a sort of ruling board that he participated in. But soon he would aim for singular power, taking out his competition in the mafia and other gangsters so that virtually all of Boston's underworld activity, gambling, bookkeeping, extortion, drug trade, and more, passed through him. Number two, Wadi Bulger was an FBI informant for over two decades, or roughly two decades,
Starting point is 02:21:35 as he presided over Boston's underworld. After being recruited by John Connolly, the two developed a close friendship with Wadi referring to Connolly as Zip, it lived in the same zip code. Supposedly, Wadi was an informant to help Connolly as Zip, it lived in the same zip code. Supposedly, Widy was an informant to help Connolly conquer the Mafia, but what he really got out of it was decades of protection and tip-offs about pending indictments, ultimately allowing him to flee at the end of 1994 and hide out for over 16 years. Number three, on June 21, 2011, a tip led to bulger and his girlfriend, Catherine Gregg, being arrested at an apartment building in Santa Monica, California. They were posing as a retired couple, but after seeing a PSA on
Starting point is 02:22:09 national television, a neighbor recognized him, recognized her, called the FBI. Why do you spend a dozen years on the FBI's 10 most wanted list at the time of his final arrest? Number four on June 13, 2013, Bulger's trial for murder and racketeering charges opens in Boston. His defense would claim that he was never in informant that the FBI made the whole thing up and get the fuck out of here. He maybe didn't corrupt the FBI, like the FBI wanted everyone to think
Starting point is 02:22:33 that was already corruption, but he was definitely in informant and took the corruption further. Luckily, the jurors would see through his bullshit, convicting an 83 year old bulger of being involved in 11 murders, several other crimes including drug trafficking, sending him to prison for the rest of his life. And then his life would end on October 30th, 2018,
Starting point is 02:22:51 when he was 89 years old. Number five, new info. There have been several movies made about or featuring Widy Bulger. He served as the inspiration for Jack Nicholson's performance as Frank Costello in Scorsese departed, though the character wasn't referred to explicitly as Widy. Widy Boulder allegedly watched the departed
Starting point is 02:23:09 as a fugitive and critiqued Jack Nicholson's performance throughout. He was spotted in the movie theater in 2006 by Sheriff's Deputy who happened to be from Boston. Later told reporters in an interview that Boulder shook his head and discussed many times while watching Jack Nicholson's fictional version of him on the big screen.
Starting point is 02:23:26 By the time the cop retrieved his weapon after figuring out who was in the theater with him, why he was gone. But one of the most famous portrayals of Bulger would be 2015's black mass. With Johnny Depp retrained Bulger, while the film was mostly accurate, it did take some liberties. To start on the movie, Billy is the one who introduces why he to John Connolly, but this didn't happen. In fact, Wadi specifically desired his brother
Starting point is 02:23:47 to be kept in the dark, as related to his status as an FBI informant. Furthermore, the film claims that the untimely death of Bulger's son led him to commit violent acts with more consistency, while the death of a child could certainly cause someone to lash out, not true in Bulger's case, since he started killing before his son died.
Starting point is 02:24:04 Excuse me, also a scene where Steve Flemmey is taking a back when Bulger proclaims himself informant But in truth Flemmey was an official FBI informant before Bulger Also just like he didn't like Nicholson's portrayal Bulger did not like Johnny Depp's either He refused a course mile with Depp from prison during filming let his defense attorney Hank Brennan do the talking Brennan compared Depp's portrayal to the stars, fantasy role in Alice in Wonderland. Johnny Depp might as well have been playing the Mad Hatter all over again as far as James Boulders concerned. Brennan told people magazine, Hollywood greed is behind the rush to portray my client and the movie missed the real scourge created in my client's case, the real menace to Boston
Starting point is 02:24:42 during that time, during that time and in other mob cases around the country, the federal government's complicity and each and every one of those murders with top echelon, with the top echelon informant program. Almost always the same case with these motherfuckers, right? They're not the bad guy. No, it's not me. I did a few things I'm not proud of, but they're the bad guy. Someone else. Why are you?
Starting point is 02:25:04 I'm not, I'm not, I'm not the monster. The FBI is. And look, those agents were corrupt as fuck. And I'm sure like, you know, not alone in that. But even though there were all monsters, that doesn't mean that why do you wasn't a monster too. Family members of Bulger's victims, however, in some old associates did attend
Starting point is 02:25:20 the Boston World Premier and told the director he had captured the complicated man correctly. Why do you bulge your how the FBI built a mob boss has been sucked? I've had more time this week. I would have watched the departed again and maybe Black Mass. Black Mass was solid, but the departed, whew, gem of a film. Thank you to the Bad Magic Productions team for all the help in making Time Suck. Thank you once again to Queen of Bad Magic, Lindsey Cummins. Thanks to the Art Warlock Logan Keith producing and directing today, thanks to Biddle-Lixer
Starting point is 02:25:56 for upkeep on the Time Suck app, the Art Warlock again for creating the merch at BadMagicMarch.com and for helping run our socials along with our Suck Ranger and a team managed by our social media strategist Ryan Handlesman. Thanks to producer Sophie Evans for her wonderful research again. And thanks to all the all seen eyes moderating the cold to the curious private Facebook page. The mod squad for making sure discord keeps running smooth cold to the curious three out of five stars. So many other times such a Jason Facebook groups. Thanks to everyone over on the time sucks subreddit, bad magic subreddit. So many people help and build community around here.
Starting point is 02:26:30 Next week, let's explore mystery. We're going to cover the disappearance of Malaysia Airlines, Flight 370 on March 8, 2014. What was supposed to be a routine flight from a Kuala Lumpur to Beijing, ended with the total disappearances of 239 people on board. The disappearance of flight MH370 captivated the world, including me. Millions of people kept up with the search, anxiously hoping that the plane would be found that a miracle might happen
Starting point is 02:26:55 and the passengers would be safe and unharmed and that never happened. And for years, the families of passengers, how to hope that at least the plane and its flight recorders would be found someday so they could know what happened to their missing loved ones. Investigators searched thousands of miles, looked into passengers personal and financial information, searched pilots homes, still. No one knows exactly what happened to MH370.
Starting point is 02:27:17 Unless the plane is found, all we have are investigative determinations based on the final flight path of MH370. During a regularly scheduled flight from a quadrilimport to Beijing to plane through hundreds of miles, of course, made a sharp turn then disappeared somewhere into the Indian Ocean, or if you let your imagination really go wild, disappeared into some part of the multiverse. Slip into a parallel dimension, was picked up by alien spacecraft dove into the hollow earth. Crazy speculation, I know, but we don't know what happened.
Starting point is 02:27:46 What we do believe most, or what do we believe most likely happen to MH370? Who were the pilots flying that day, the past years on board? How did researchers figure out all that we know today? And what are some of the craziest and somewhat probable conspiracies surrounding the plane's disappearance? That's what we're going to be looking into. And we'll talk about how MH370 is far from the only flight that's gone missing under mysterious circumstances.
Starting point is 02:28:09 In fact, there have been many strange plane disappearances throughout aviation history. Plains disappearing in high altitude, unsolved, quote, broken arrow incidents, and very strange final communications. Let's give mysterious, maybe even spooky, and more on next week's episode of Time Suck. Right now, let's head on over to this week's Time Sucker updates First up we got meat sack terrorizer Rory Fitzpatrick Rory blast in earholes Rory 6-Senseyma. Rory listened to what I fucking force you to listen to, you pile a shit if it's Patrick. He writes, Hail Suck Master in the assorted Lord to the Suck.
Starting point is 02:28:50 Allow me to start off by saying this will probably be a long message and refuse to apologize worth it. First off, my whole family asked me to thank Dan for the shout out on Instagram for your birthday about jangles. I'd apologize to Penny Pooper, but I think we all know that's a bullshit apology. Catherine worked her tiny little space-nute buns off designing him.
Starting point is 02:29:08 It was so good. Still thankful. So we're all just glad he brought your family some laughs. Second off, and possibly more importantly, I have the mohab of Cummins Law situation to share with the cult, the massive ordinance air blast is that acronym. Here do we go! This time of year, Mark marks local farmers market on Saturday mornings. It's a pretty large event that draws several thousand people throughout the course of the day Also held directly in front of the hotel restaurant on the chef at last Saturday I came to work early to avoid the inevitable traffic that comes with said farmers market Went into my kitchen fired up the lonely hearts killers episode. Well, they got things ready After about 45 minutes of prep work, my earbuds went silent. Strange, but shit happens. I put them in their case and plugged it in, thinking they needed a charge. I have never been
Starting point is 02:29:53 more wrong in my fucking life, turns out I was still linked to the Bluetooth system for our bars music, which is set to play outside during the farmers market. So yeah, I get called out to the kitchen to our patio, or called out of the kitchen to our patio. Just in time to hear your voice loud as fuck shout, I can come, I can drown this whole fucking room. To the approximately 300 to 400 people setting up their stance and some early comfort to the market. Safe to say the kitchen staff is no longer allowed
Starting point is 02:30:20 to use the bars, music system, and I can't say I'm upset about that. So well done, mother sucker. Anyways, that's about it for this email, hoping it makes it on the podcast. And if it does, would you also be kind as to say, as to give my family a shout out? Catherine, Jacob, Angie and I are all regular suckers. And here and you say thanks in the video of poor Penny Pooper was the highlight of their entire month. Again, not one bit sorry for the length of this email, much love from the whole family for making learning,
Starting point is 02:30:46 so awesome and fun, keep on sucking, Rory. Rory, man, thank you, man, my allergies, I don't know, just started going crazy 10 minutes ago. So sorry, I'm constantly like, go open this up. Just so weird when it happens, I don't know where. Like somebody just fucking dumped a bushel of pollen in here. But Rory, thanks again for the, yeah, lovely Bojangles gift.
Starting point is 02:31:03 Or I guess I should think, lovely Bojangles gift. I guess I guess I should think technically for Bojangles. I should thank scrolling back here. Oh, where's sir name? Come on. Why is this taking for fucking ever Catherine? Thank you, Catherine, for making the Bojangles. And one second. Yeah, thank you for that. Yeah, I probably got too much joy out of occasionally terrifying our fucking goofy dogs with that. Luckily, my dogs both seem to understand that my humor randomly now and they'll bark at me and play attack me when the tear is over. As someone who goes to farmers markets every summer, I love this message.
Starting point is 02:31:42 I know that farmers markets are filled with plenty of people, good people, who would be fucking horrified by so much of what goes on here. There's a lot of, how do I describe their types? That just people who, I don't know, listen to more, maybe wholesome, less profane, less dark type of content. The thought of you traumatizing 100 of these people
Starting point is 02:32:05 is very funny to me. Yeah, you have an awesome family, my man, Cheristan. Next up, sweet sucker, Rachel Kinser is a gym, rights. Hello Dan, and the rest of the bad magic team. I'm not sorry in advance for the long message. I'm writing in to tell you how much joy this podcast has brought to me and how it's made me see joy and humor and meaning and more things in my life.
Starting point is 02:32:23 Oh, fuck yeah. I started listening to Times Up earlier this year, I've become obsessed, I'm working my way to the back catalog and every episode gives me more and more reasons to listen. Dan, I don't agree with you on so much politically, but I will say it doesn't affect me like it does with a lot of people in my day to day life. You are ridiculously open-minded and level-headed when you talk about any subject yet you're moral compass and the way you are willing to change your views upon hearing you info has been inspiring to me to be more open and considerate of different opinions and those trying to
Starting point is 02:32:51 learn. Often I find that being curious is what many people mistake for being smart. People think I'm super smart, but I really know so much about so many different topics because I always remain curious, listening to the times that it hasn't hurt either. I also want to say the way you cultivate a community, so many different types of people is admirable as hell. Most podcasters and celebs are worried about having too much of a pair of social relationship with their fans. Many for good reason. And I love the way you balance friendship and professionalism within the community. You're one of the only public figures I know of who I believe not only
Starting point is 02:33:21 loves their fans, but you also deserve them. That's very nice. The way you support an uplifted community is so admirable. And I truly have no shame saying that you're one of my heroes. Now, if you feel like reading this on air, I have two requests, don't skip reading my letter, just because people have criticized you for jerking yourself off on air. Reading letters that praise you too much. I love when the updates include letters from people,
Starting point is 02:33:40 saying how much you in time sick have positively influenced their lives because I feel the same way and it makes me feel less alone. And then too, please shout out my future brother in law Dennis. He is such a great partner to my sister Mary and he's also become a great friend to me. He introduced me to your standup and to time suck and scared to death. He's been through so much in his life and me and him argue politics way too much. But I love him and he has been the first and only good partner my baby sister has ever had he deserves a shout out on his favorite podcast ever Thank you. Keep up the good work to show a change in my life
Starting point is 02:34:10 I can't wait to save enough to attend wet hot bad magic summer camp next year loyal sucker Rachel Kinzer Well, Rachel Rachel Sorry, my fucking allergies are crazy. You are so nice and a great writer great communicator Thank you for bringing Rachel in here, Dennis. Glad you two differ strongly on politics and still love and respect each other. We need more of that, good on you both. Yes, Rachel remaining curious, I think is so important.
Starting point is 02:34:35 I hate it sometimes, but it's so important. I hate feeling the need to change opinions based on new information. I am jealous of people in a way who just like figure out their opinions on various issues that like, I don't know, fucking the 18, 19, you're like, you know what, I am just gonna sit in this pocket forever. Some of them, it benefits them very much socially,
Starting point is 02:34:54 benefits them very much financially. I don't think it's correct, but they don't get hurt in life by it, it seems like. I hate feeling the need to change. Opinions based on new info, right? Make me feel stupid moments week foolish even Finally have been working to accept that there's no end game with curiosity, right? With knowledge. They're just a journey and As hard as it is a moment to feel lost to confuse I've accepted that my journey will always include that
Starting point is 02:35:20 I'll keep working on being uncomfortable or being comfortable. Excuse me with being uncomfortable I'll continue to try and take in different opinions, consider if they're right. I'm wrong. Not just blow them off, even though God in a lot of moments, that would be easier and feel so much better. Hail, Nimra Rachel. Keep disagreeing. Keep being you and hope you keep sucking.
Starting point is 02:35:40 And now a quick one from Creep Cemetery Sucker or Creep E. Jonathan Sellers who writes, uh, Dan just finished listening to the crusade suck and believe I may be the first victims, uh, first victim of Cummins Law where no audio was actually heard by onlookers. I was doing hill repeats at Crown Hill Cemetery, a massive cemetery here in Indianapolis. Weird I know, but trust me, it's a thing here. As my 220 pound ass is hauling up the hill from my final one. I had to get the, I get to the part about pervert, Templar, God-free,
Starting point is 02:36:10 regaling his fellow knights with tails of drowning and pus. I couldn't take it anymore. I stopped rubbing, I stopped running. So I think it's, I think you might running. I don't think you might rubbing here. Hands on my knees, belly laughing, I look over at 20 yards away. It's a small group of very concerned cemetery grounds keepers, seeing me laughing,
Starting point is 02:36:27 my sweaty ass off, it seemed really nothing. I'm lucky I wasn't committed. PS, thank you for switching to J-Town. Instead of Jerusalem, I got damn it. Instead of Jerusalem, instead of, I'm not even trying to do that on purpose. I had it fucking earlier today on our roads. Instead of Jerusalem, Jerusalem. I don't know why the fuck my brain puts more syllables in it. Since you are completely incapable of saying one of the easiest words ever, I know. I brain damage. Apparently. PPS shout out to my boy Logan for getting me addicted to time suck.
Starting point is 02:36:56 Logan is having the best year ever, including winning the local triathlon two weeks in a row. If you read this on air, shout out to Logan on beating all the Chevy weekend warriors who compete. JK, I've attached a picture so you can see how badass he is though. Three out of five stars wouldn't change a thing. Jonathan, yeah, I don't know what the fuck again happens to my brain with Jerusalem. Maybe I had a mini stroke. Love your weird moment in the cemetery.
Starting point is 02:37:20 Yeah, I would think you were out of your mind if I was seeing that. And Logan, yeah, is a badass. Guys, pick made me think just for a second about really trying to get ripped. But then I thought about how much work that would be and I got myself, I got myself another ice mocha, which I was drinking a little bit on this episode. Keep being weird, my friend. Finally concerned, cult member Ian Ferguson wants to share some thoughts, have some thoughts shared and imagine some prayers for anyone who wants to give those to a friend.
Starting point is 02:37:46 He writes, hi Dan, sorry to bother you, but could you give a shout out to the toughest woman I know, Charity Ferguson? She's going to need a lot of love from the time suck in spaces of community, because we are going in on the 8th of August for a biopsy on her thyroid to see if our worst fears are realized and she has cancer. Much love to you, Lindsey and the other crew members of time suck. Hail Nimrod, Ian Ferguson. So not a friend.
Starting point is 02:38:07 I imagine this is your spouse. Charity, sorry you're in a scary situation. Hoping obviously you will get the best possible news. And if you don't, I know Ian, many others will be there for you. You loved, you must be a great person to have that love, keeping the toughest motherfucker, the baddest boss bitch, the Ian knows,
Starting point is 02:38:25 and hail Nimrod. Thanks, time suckers. I need a net. We all did. Jerusalem. Now I'm fucking nailing it. Thanks for listening to another Bad Magic Productions podcast, Gared to Death and Time Suck each week, Secret Suck each week for Space Lothers.
Starting point is 02:38:45 Please don't work with the FBI. To rise to the ranks and become your city's top mob boss this week. Stay home, eat your pork chops, and keep on sucking. I'm magic productions. I forgot to thank a few other people for helping research in this week's episode. Then the encyclopedias and shit flin. Jackie, Google's the fuck out of shit, Okana. Fat Kenny Moore, even Fatamaki Wallace. Holy shit, we gotta get you on SlimFast, Dickey Duffy. Two skinny Tony Cunningham. Seriously, eat a fucking sandwich already, random man and Lenny pork cutlets, Malone,
Starting point is 02:39:30 jumping Jimmy James, Johnny, Jamie, Juneau project knife Johnson. Appreciate the hard work.

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