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Gary Jenkins: Mafia Detective
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  • Gangland Wire

    Hoffa’s Connections: Mob, Unions, and Sylvia Pagano

    01.06.2026
    In this episode of Gangland Wire, retired Kansas City Police Intelligence Unit detective Gary Jenkins sits down with author Frank Hayde to explore his latest book, Hoffa’s Connection. Hayde, a Kansas City native and noted mob historian, brings forward a largely overlooked figure in organized crime history—Sylvia Pagano.

    The conversation centers on Pagano’s rise from Kansas City to Detroit, where she operated at the intersection of organized crime and labor unions under Jimmy Hoffa. Known for her effectiveness as a union organizer, Pagano infiltrated workplaces, signed up members, and quietly maintained ties to powerful mob figures. Her ability to navigate both worlds made her a key behind-the-scenes operator during a volatile era in American labor history.

    Hayde details Pagano’s role in helping broker alliances between the Mafia and the Teamsters during a turbulent strike, marking a turning point in the relationship between organized crime and labor. Drawing from FBI wiretaps, he reveals candid conversations that shed light on her relationships with influential mob leaders like Tony Giacalone and Moe Dalitz, emphasizing her strategic importance across multiple crime families.

    The episode also explores the life of Chucky O’Brien, who grew up surrounded by Hoffa and organized crime figures. Through Hayde’s research and interviews, listeners gain insight into the generational impact of mob ties, as well as the strict code of silence that governed both mother and son.

    Beyond individual stories, the discussion expands to the broader national network connecting crime families and labor unions. Pagano’s reach extended well beyond regional boundaries, illustrating how organized crime leveraged union influence across the country.

    This episode offers a fresh perspective on the enduring mystery surrounding Hoffa’s disappearance by examining the deeper historical context—and the overlooked players like Sylvia Pagano who helped shape it. It’s a detailed look at power, loyalty, and survival within the American Mafia.

    The book is Hoffa’s Connections:The Story of Sylvia Pagano: the Kansas City Girl at the Center of the Mafia’s Alliance with the Teamsters Union 

    xxx

    [0:00] Hey, all you wiretappers out there, good to be back here in the studio of Gangland

    [0:03] Wire. This is Gary Jenkins. I’m a retired Kansas City Police Intelligence Unit detective, later sergeant. I have this podcast, Gangland Wire. I’ve got a website. If you want to go check my website out, I’ve got a few things for sale on there. And you can go rent the documentaries I’ve done about the Kansas City mob on Amazon. Just search my name. I’m all over the internet. Just search my name and mafia and you’ll find more you ever wanted to know about me and the mob and what I’ve done. And today I have a really a former Kansas City boy, a Kansas City native who has done several books on the mob, particularly the Kansas City mob. And he’s got a most recent one that I find just really fascinating. It’s a little known story that will help shed the light on Jimmy Hoffa, a little bit more light than most of you ever knew. There’s some questions that I had myself that’s not really in the in the popular culture about Jimmy Hoffa. It’s Frank Hayde. Welcome, Frank. Thanks, Gary. Great to be with you again. All right, Frank. We’ve done Mafia Dreams and Mafia and the Machine. So tell the guys a little bit about yourself and your books.

    [1:13] I grew up in Kansas City. My family stretches way back in Kansas City, and they were involved in the political machine under Pendergast, and so I heard a lot of stories about those days growing up. Later in my career with the National Park Service, I worked a short stint at the Harry Truman National Historic Site, where I learned more about local history, more about the political machine and the mob in Kansas City. So that’s where my interest started.

    [1:39] And then many years later, I wrote The Mafia and the Machine, and then followed that up with some of these other books, including this most recent one, Hoffa’s Connection, the story of Sylvia Pagano, the Kansas City girl at the center of the Mafia’s alliance with the Teamsters. You know, that’s the mouthful, I know. You know how it is with the subtitle. You can try to get the, summarize the entire book in your subtitle. So, that’s what that is. Yeah. When you look up a book or you see it online or whatever, you want to know quickly what it’s about. So I see that title, Hoffa. Oh, that’s interesting. I thought everything was done about Hoffa. Then you got this subtitle in here and you say, oh, that’s interesting. I didn’t know about this. And I didn’t myself, this Sylvia Pagano. And the story starts in Kansas City. It’s a fascinating story, guys. I want to tell you, it is a fascinating story.

    [2:31] But before we get started, Frank was a park ranger, a law enforcement park ranger for the National Park Service for 20 years. And he has a really interesting mob interaction when he was in, I believe you run a temporary assignment out in California. Tell the guys about your mafia interaction as a law enforcement officer.

    [2:53] Yeah. So I was actually at the park service 32 years. 20 of those were law enforcement and just retired. But in the summer of 2024, I got to go out to Redwood National Park on what we call a detail, which is a temporary assignment. They were shorthanded and needed a little extra help. And I knew the place pretty well because I had worked there earlier in my career. So I went out there and it’s a beautiful place. And I was on patrol and I came upon a campsite and there was some violations going on. Nothing major, just the typical stuff that we see as park rangers. And I contacted the occupants of this campsite and I got their licenses and I was back in my vehicle running the licenses. There was a male and a female and the female, I noticed it was a New York license and Brooklyn address and last name is Scarpa. I said, no, that can’t be. That’d be too much of a coincidence. And ran the information, recontacted the subject. And I asked the female, I said, by any chance, are you related to Greg Scarpa? She said, oh, yeah, that was my grandfather. And Greg Jr. was my father.

    [4:02] And I guess I had to laugh. And by then, I had already written a ticket or two, I think, for just petty offenses. And so I handed her ticket and then asked her if she’d take a picture with me. But she was real nice. She understood that people don’t mind, and she was great. She took a picture with me, and she was more than happy to talk about her father and her grandfather. And it was all very interesting and just quite the coincidence. Yeah, really. That was quite a coincidence. Not only the main coincidence was that you knew her. And then a lot of people might know the name. You really knew the name. Yeah, no. And you had this whole interest in it to talk about. Yeah, I can tell you that 99% of park rangers, you have no idea. Now, if you’re a Brooklyn cop, that’s different. But I was probably the only park ranger alive that would have made that connection because of my interest in the topic. I’ve been trying to get Greg Scarlett Jr. to come on. He’s made some intimations to somebody else. He followed my Facebook group, and I followed his. And so I don’t know. I reached out indirectly. I don’t know exactly how to get a hold of him. Maybe I’ll package this little story up and I’ll send that to him. Maybe that’ll get him to come on the show. Except you wrote the tickets, damn it. That’s the problem. I hope he won’t come after me to write in his daughter’s tickets. Yeah.

    [5:25] All right, Frank. So let’s go in this most recent book, Hoffa’s Connection. How did you, Sylvia Pagano, how did you even get onto that name other than, did you start, she’s Chucky O’Brien’s mother, who most guys know if you’re really into Hoffa at all, or even on the little bit, Chucky O’Brien was, everybody thought he was like his illegitimate son a lot of times or his surrogate son. And he was really close to Hoffa and drove him around. I was going through your book. He was a guy that Hoffa could send around to other mob people because he was half Italian himself and both sides trusted him to carry messages and do meetings and things like that. So how did you get onto this originally? So I got a call from Jack Goldsmith, who’s a very interesting man because he is the learned hand professor of law at Harvard University, senior fellow at the Hoover Institution, former assistant attorney general under President Bush. But for me, the most interesting thing about him was that he is Chucky O’Brien’s stepson.

    [6:29] And he was working on his book, Inhofe’s Shadow, when he contacted me. It’s a great book. I would recommend it to all the wiretappers. But it’s about Chucky. And he wanted to know if I had come across any information on Chucky O’Brien in my research for the Mafia and the Machine, because Chucky was from Kansas City. I said, what? Chucky O’Brien was from Kansas City? Because I knew all about Chucky O’Brien, but I had no idea he was from Kansas City. So that shocked me. And I don’t think very few people knew that. His Kansas City roots were scarcely known. Everybody just thought of Chucky as a Detroit guy. But when I finally read Goldsmith’s book, it’s about Chucky, but he touches on Sylvia. And I found what he wrote about Sylvia to be completely fascinating, especially because she was Kansas City. And so I thought, shoot, she’s in my wheelhouse. I thought, wow, she would make a great subject for a book. But I balked at it because she was so secretive that she left hardly anything information, hardly any documents exist about Sylvia. It’s just she wasn’t like the men that she associated with who were so extensively documented. There was just very little known about her, not even very many photographs in existence.

    [7:44] But fortunately, I got together with Pat Faisal in Kansas City. He’s a terrific researcher. You’ve worked with him a lot, Gary. You’ve had him on your show, I think. I think he’s written a couple of really important books on local history, and he had come across her independently of me, and through his own research, he had stumbled on just a brief mention or two of Sylvia Pagano in various FBI documents.

    [8:09] And so we decided to put our heads together, and Pat helped me with the research, did the lion’s share of the research, fed it to me, and then I would write the story. And that’s how it came together.

    [8:21] Interesting. And Frank, one of the coolest things, the research that Pat found was those wiretaps or bugs that the illegal bugs the FBI had in her house. And so they got a lot of really great conversations and they’re all transcribed and out there for somebody to find. So to me, that was fascinating.

    [8:45] Yes, that was probably our best source are these transcripts from the illegal microphones that the FBI placed in homes and businesses of organized crime associates all over the country back in the 60s. Got some great information from those. Sylvia talking freely in her apartment. Candidly, because she doesn’t know anybody’s list. And they had him in Tony Giacalone’s home juice company in Detroit also. And Sylvia was often a topic of conversation over there as well. By the way, Tony Giacalone was Sylvia’s paramour for many years. They had a long affair. People who think that Sylvia had an affair with Hoffa that produced Chucky O’Brien,

    [9:28] And that is not accurate. Chucky, we know who Chucky’s father was. He was a criminal out of St. Louis from the time he was a boy and went to prison when he was a young guy, was recruited from prison to come to Kansas City and work as a driver, for none other than Charlie Banagio. And so that put him right at the center of the action.

    [9:53] And Sylvia, having married the young man that put her right, she was already at the center of the action because she knew all the movers and shakers in the North End at that time already from the time she was a girl. But they became very much a part of Banagio’s network. And this was one fact that really blew me away that I didn’t know. And I don’t think you know it or Owsley or O’Malley or really anybody in Kansas City that Charlie Banagio was Chuckie O’Brien’s godfather. Yeah, I didn’t know that. Yeah. That is interesting. So Sylvia Pagano, she lives down there in the North End, what we call the North End folks, which is our little Italy. There’s a big church that anchors that neighborhood. And that’s where all the people came from Southern Italy and Sicily, moved into Kansas City and were associated with the church down there. After them, the Vietnamese came in and the church sponsored a lot of the Vietnamese and settled in that same neighborhood as it became a shifting neighborhood. So she’s down over there in Little Italy or the North End. And she meets a guy named Michael. Was it Three Fingers?

    [11:03] Oh, yeah. Frankie. Frankie Three Fingers. Coppola. Coppola, yeah. So tell us about that relationship. Yeah, that’s really interesting because Frankie Three Fingers… Hasn’t really been chronicled much as part of the Kansas City family. Because he was a roving guy, he had a lot of clout in both Italy and the U.S., and he had memberships in multiple families, and he was a high-ranking status too. So wherever he went, whether it was Detroit, Chicago, Los Angeles, St. Louis, New York, New Orleans, he was all over the place, and he was well-respected wherever he went. But he was in Kansas City for quite a long time. He was strongly associated with Padagio. And it appears from all the evidence, as well as testimony from organized crime experts in Detroit, that Frankie Three Fingers escorted Sylvia to Detroit after her marriage with Charles O’Brien ended in about 1941 in Kansas City.

    [12:13] So Sylvia arrives in Detroit on the arm of Frank Coppola, and that put her on the fast track to getting to know the upper echelon of the Detroit family and mobsters, top mobsters beyond Detroit. Coppola was associated with Costello in his slot machine racket down in New Orleans.

    [12:36] And later, after he got deported back to Italy, He worked with Lucky Luciano to put together the whole narcotics syndicate network that included the French Connection. So tremendously influential as a mobster. Sylvia could really not have picked a more influential and well-connected guy as a boyfriend. That really put her on the fast track to getting to know a lot of the most powerful guys in the country. Really interesting guy. Frank Copeland. I’ll just say it and maybe someone else can run with it. I don’t know if it’ll be me or not, but he would make a great subject for a book. Yeah, he’s not very well known. And the mob used to have this guy, Nikolai Gentile. He traveled around to different families and brokered different deals. I think back before communication was so fast and you didn’t fly from one city to the other, you had to take a train. That’s a whole day on the train to get one city to the other. Telephone communication wasn’t that good. You didn’t hardly make long distance phone calls back there in the 20s and 30s. I don’t think they were hard. So you have guys like this that then travel around and take messages that are trusted by the different cities. And so he had to be one of those guys.

    [13:52] You’re exactly right. In fact, he knew Nicola Gentile.

    [13:58] Gentile is also, I speak about him in this book also. He plays a role, a pretty important one, and he describes some events that are really fascinating. This story actually doesn’t begin in Kansas City. It begins in Pueblo, Colorado. There’s three geographic areas that are really emphasized in this story. Pueblo, Colorado, Kansas City, and Detroit. But Nicola Gentili and Frank Coppola knew each other in the United States, and they knew each other in Italy. And you’re exactly right, they had a similar role as traveling diplomats within the mafia. Very interesting. Not too many other guys, especially later on. They had Johnny Roselli, who was really well-traveled, and some others. But in those early days, a couple of these guys, Coppola, Gentile, I don’t know if there was any others or not, but that was what they did. They were all over the place, and they were so well-connected, and they really had memberships in multiple families. And that seems to have faded away later. You didn’t hear too much about guys that had more than one member. So occasionally somebody would switch families, but yeah, they were really interesting,

    [15:11] real, what you would call international mystery men, I think. Interesting. So she had an affair with him, and he brought her up to Detroit and started making connections in Detroit, if I remember the story right, with the Jackalones. And so what.

    [15:27] Take us on from there. How does she then move in with Hoffa? And she’s like in the middle between the Peckerwood truck drivers and the Italian mob, which they both needed each other and they worked well together for a long time. So how does she end up in the center of that? Yeah, she’s still quite young when she gets to Detroit. She’s just early 20s, maybe mid 20s at that point. But and here she is she’s immediately meeting all of the wise guys but she was still she needed a job she needed work i’m sure coppola helped her out to some extent but he had his own wife he had his own he probably had another mistress or two as well i mean she needed to make a she needed to make a living and raise her son chucky and um she got a job with the teamsters at that time in In Detroit, unions were strong. There was a lot of unions, and it was the capital of industrial unionism at that time. And so that just became a natural choice. She ended up meeting Burke Brennan initially, actually, even before Hoffa. Brennan was Hoffa’s right-hand guy.

    [16:36] And he gave her a job with the Teamsters as a salter. She was an organizer, and a good one, and a legit organizer. But her specialty was salting. Now, what’s that? So she was a union representative, and she would get a job in a factory or a warehouse, just an ordinary job. And she would go to work, just like everybody else, punch the clock. But while she was there, her real objective was signing other people up to join the union. So she’s like a secret agent in a way, buried into the normal workforce, but with a real different agenda. And she was real good at it. And the union guys noticed that she worked really hard and she was loyal and that she would keep her mouth shut. And so those were the same qualities that the mob guys admired. So this was at the time, though, and this is very important, when most of the unions and the mob were still at odds with each other. Back then, the gangsters were getting hired by companies to break strikes and to oppose unions.

    [17:47] And there was a particularly bad strike going on. It lasted a long time. The Teamsters were striking the Detroit Lumber Company. This was at about 42. And it was violent. And Hoffa could see the writing on the wall that the Teamsters were losing the battle. It went on and on. It was violent. And that’s where Sylvia Pagano stepped in. Burt Brennan told Jimmy Hoffa he should talk to Facci. Facci was Italian for face. And that was Sylvia’s nickname that she got when she was young back in Kansas City. Had a very pretty face. And so they called her the face. So Hoffa talked to Fauci and she set up a basically like a summit meeting peace conference, more or less. And they brokered a deal where the mob switched sides and became allies with the Teamsters against the Detroit Lumber Company. So that was really the moment that changed history, brought the mafia into the Teamsters orbit and vice versa. And that’s all traceable right back to Sylvia Pagano.

    [18:55] Wow. That’s interesting. I always wondered what the genesis of that was with Hoffa and the mob. And of course, we can see how it developed, but what that actual birth of that was. I think you’ve stumbled across the birth of it. You also…

    [19:11] We’re able to stumble across the birth of the Eastern families and New York families connection to Hoffa, which that that gets even bigger. Tell us a little bit about that. She was involved in that, believe it or not, guys. And just like in Detroit, back in New York, there’s Johnny Dio. He was busting up labor union strikes for the companies. Yeah, I think that to some degree in New York, New Jersey, that some Teamsters locals had already been infiltrated by the mafia independently and maybe unbeknownst to Hoffa in Detroit. But it really became a big thing with Hoffa and with Sylvia’s brokering that alliance. Little isolated examples of mob infiltration, I think, were already happening in Detroit. But once again, as Hoffa’s progressing in his career, moving up the ranks, he always had his eye on the top job. He wanted to be the president of the IBT. And of course, he knew he needed help in the Northeast for that, to realize that goal. And so with Sylvia helped set up meetings with Tony Ducks Corral Johnny Diagordi Tony Provenzano and Sylvia had gotten to know Provenzano in Detroit because he had strong connections to Detroit let’s see his cousin was married to.

    [20:39] Tony Giacalone’s cousin was married to Tony Pro, I believe, or vice versa. That’s your book. Yeah. I’d have to go back and read my own book. Yeah, it’s hard to keep up. Hard to remember all the details. All these players. Giacalone’s cousin was married to Provenzano. And so Sylvia had already met Provenzano in Detroit. And Chucky, her son, had already started calling him Uncle Tony. And so she had this great connection to Provenzano. And so she helped facilitate the Teamsters Mob Alliance in New York and New Jersey, just as she had in Detroit. And then it goes on from there. Then she later, we’re moving forward now, but she would later become the link between Hoffa and his closest contact in Cleveland, which was Moe Daylitz. She became the link between Hoffa and Alan Dorfman in Chicago. And she became the link between Hoffa and the Sevilla brothers in Kansas City. So she really was, and this is all, they taught, there’s a, from those FBI tapes, those illegal FBI tapes, we have Tony Zarelli and Nick Sevilla in Florida speaking about Sylvia Pagano and her relationship as a liaison between the Detroit family and between the Kansas City family. Like, there’s your proof right there. Not that you need it. She was really…

    [22:09] The guys, a lot of them really liked, adored her in the sense of she did have an affair with a couple of them, and she was a good-looking woman. A lot of them had, Moe Dalitz was known to have a crush on Sylvia, possibly an affair with Sylvia. But she was more than your mob mole, right? She was a dealmaker. She was an advisor. She was a liaison. She brought money to the table. She did deals with the guys. She helped broker some pension fund loans, all these things. So what I like to say about Sylvia is that we all know that the mob never inducted women into their ranks. But if they had, Sylvia Pagana would have been their first choice because she worked hard. She was loyal.

    [22:56] She kept her mouth shut. And she really lived truer to the code than some of the men did. She was 100% omerta. She really was. and she learned that in the north end of Kansas City, where Umerta was extremely strong even up into this century after it wasn’t so strong in other places and so she passed that on to Chucky O’Brien. He was also a real strong adherent to the code of silence. Yeah, I think we have to remember Chucky O’Brien was half Italian. His father was Italian. No.

    [23:33] So his mother, Sylvia, was the Italian. Mother, Sylvia, yeah. Yeah, his dad was Irish. Yeah, I got that mixed up. Exactly, asked backwards. But yeah, he was half Italian. And so he really talked the talk, and he moved right in. All these guys were like his uncle, Uncle Nick, Uncle Quirk, and that kind of thing. So he came back to Kansas City. Tell a little bit about Chuckie O’Brien and Kansas City. Yeah, so in 1950, he’d been in Detroit for about nine years by that point. 1950, he’s getting into high school age, and Sylvia sent him back to Kansas City to live on Independence Avenue with his grandparents, and he went to Cardinal Glennon High School.

    [24:13] And became a good athlete, started dating a gal from the old neighborhood who was a lot like Sylvia. I think that’s really interesting because Chucky really idolized his mother, but he never really, when he was young at least, got to spend as much time with her as he wanted. He spent a lot of time back in Kansas City. He spent a lot of time at his uncle’s house in Detroit because Sylvia was so busy with Hoffa and with the mob. So here’s Chucky in Kansas City. He meets a gal from Sylvia’s old neighborhood who has other things in common with Sylvia and who even looks, in my opinion, quite a lot like Sylvia. And he would eventually take her back to Detroit and marry her and have a family together. But his main objective, it really in Kansas City wasn’t so much going to school. It was becoming a truck driver. He wanted to become a truck driver so that he could put himself on the path to becoming a union organizer like his hero and surrogate father, Jimmy Hoffa. And according to Chucky, Uncle Nick and Uncle Cork got him his first job as a driver and got him his first union card with local 541.

    [25:23] And this was right at the time when Local 541 was becoming ground zero for labor strife and union corruption in the United States. And Gary, you said a key word earlier, which was Peckerwood. And that’s who was running the Kansas City Teamsters at the time. It was dominated by Peckerwood guys, country boys, basically, and like Hoffa. And these guys were just as bad as the Italian gangsters who were more famous. They ran those locals with intimidation and terror, and they were violent, and they were very ambitious. They had political power.

    [26:08] Make a long story short, in 1953 in Kansas City, we had an inter-union labor war. And it was the Teamsters versus almost every other union in town. And Teamsters were trying to dominate a lot of these other unions is what it was. And so you had a complete paralysis of the entire construction industry for three months. Imagine just all construction stopping for three months in any metro area and how devastating that is to the economy. 23,000 Kansas Citians were out of work. The Teamsters were refusing to pick up or deliver supplies. And that eventually morphed into violence and sabotage. You had guys going into battle at construction sites. People were getting badly injured. People were getting kidnapped. It was, and then furthermore, we had four military defense projects centered in the Kansas City area, and this is right at the height of the Korean War. So these military installations were suffering work stoppages also. So this was unacceptable in Washington. And Congress swooped in with hearings and an investigation.

    [27:17] And they called this, basically, it was, I think the exact language was something like the most forbidding chapter in the history of American unions, something like that. It was a big deal. This history has been mostly forgotten. But Kansas City was

    [27:32] completely paralyzed for about three months. And that was the union that was the local mainly primarily local 541 which chucky was a young member of he was too young at that time to get drawn into the politics of the union i don’t believe that he was on the front lines of these these battles and violence that was happening he was just a brand new truck driver at the time but he was part of that in the sense that he was a local a member of the local at the time this stuff was happening so yeah that’s that’s what happened when Chucky came back to Kansas City.

    [28:07] Interesting. And that must have been the time when Roy Williams started moving up the ladder and the mob was moving in and they moved this auto ring and some of his people out. And Roy Lee Williams must have, with the support of Nick Civella and the local mob, must have moved right on in. Yeah, that’s exactly what happened. The main guy behind all the strife and violence I was just talking about was Orville Ring, classic quintessential Peckerwood guy and then after all this happened Hoffa swooped in and helped negotiate an end to these conflicts in 1953 and, And Nick Civella and his crime family, they were all watching all this from the wings, planning and scheming. Wow, there’s a lot going on here. How can we capitalize on this?

    [28:50] So in the aftermath of it all, the Savellas basically intimidated Orville Ring out of the Union. He went back to his farm. Later, he was killed in an accident on his farm, which a lot of people thought was the mob, that the mob did it. But it looked probably just an accident. And I think a tractor rolled over on him or something like that. But yeah, Roy Williams. So at this time, just basically the Italians were taken over from the Peckerwoods. There were still some useful Peckerwoods, and they worked together. And Roy Williams was the key guy there. This is when Nick Civella and he started working together to take over the Teamsters in Kansas City. You’re exactly right. And the rest is history. Really? really. Roy Williams is an interesting guy. He was a war hero from World War II. He had several bronze stars and he was a huge war hero, but he knew which side of the bread got the butter. And so he went with that and he went with Nick Civella. And he did, he bucked up to him a few times, but Nick Civella, actually in a famous scene, Nick Civella had him picked up and driven somewhere and shined a bright light in his eyes and said, you will go along with this scheme.

    [30:05] So it’s, but he kept going along to almost, he almost, he did become the president of the union for a short period of time, almost right there at the end of his life and when everybody was going to jail. But he was Nick Civella’s protege and Nick Civella’s puppet for his whole life and the whole Teamsters union was.

    [30:24] Yeah and that story you mentioned with the white spotlight shining in his eyes they kidnapped him and took him into this empty warehouse and i always point to that as just one of those.

    [30:34] Terrifying stories about how the mob used to work and yeah man and that wasn’t the only time that they intimidated roy williams in that manner so he like you said he was this tough guy war hero He was a big guy, and yet even a guy like that can get intimidated into doing whatever these guys tell him to do because his tactics that they used were just terrifying. Yeah. I read one thing where he later on, he claimed when he turned and gave evidence and talked to the Bureau that he claimed that they also threatened his wife and children during one of these sit downs with him. I mean, they did the same thing to Alan Glick out in Las Vegas. Tuffy DeLuna was out there, and he read off Alan Glick’s name of his wife and his children. He said, you may find yourself expendable, but I don’t think you’re going to find your family expendable and read off their names. So there’s two good examples of them. Say that Bob never messes with your family. There’s two good examples of them using the family and family as threats. Yeah.

    [31:40] It’s very tough. Yeah, it is. I heard knowing Mo Dalitz, to me, that was key because he was such a mover and an operator. Talk a little more about that. He had been in Cleveland. He had to set her up with Bill Presser. And that was primarily Jewish mobsters in Cleveland, seemed to me like. And then he also had all those connections to Chicago to get to Red Dorfman, his son, Alan Dorfman. Talk a little more about that relationship with Mo Dalitz. In Mo Dalitz’s biography, I can’t think of the name of the author at the moment, but that author states that Sylvia was one of Mo Dalitz’s lovers. I’m not sure if that’s true or not. I do think that Mo Dalitz, at the very least, had a crush on Sylvia, but also respected her very much. And she, just as she had with the Detroit family before, she brokered an alliance with Daylitz. What happened was Daylitz had a laundry empire, was a rum runner and a racketeer and a leader in the Jewish mob. But he also had a lot of legitimate businesses, including a laundry empire in Detroit and Cleveland.

    [32:53] And while he was still in Detroit, before he really made his move to Cleveland, his permanent move to Cleveland, his laundries, along with other laundry owners, they bonded together in an association. And they were very anti-union. And they were basically at odds with the Teamsters. And until Sylvia swooped in. And Sylvia had her own connections by now to the Laundry Workers Union also. So she’s working for the Teamsters, and she’s very close to Hoffa, but she then married a guy named John Paris, who was the head of the Laundry Workers Union.

    [33:32] So Sylvia knows Hoffa, and she knows the head of the Laundry Workers Union very closely, and she knows Dalitz. So she’s the one who’s positioned to bring these people together, sit them down at the same table, and start working together, start negotiating. And that’s what she did with Daylitz. And so that led to Daylitz paying off Hoffa, basically, to settle this contract on terms that were favorable to Daylitz and the other laundry owners.

    [34:07] But you could say that Hoffa, in that case, sold out his members, at least at that time. Now, I do want to make it clear that most rank-and-file teamsters for many decades loved Hoffa because he definitely did negotiate some great contracts that brought truck drivers into the middle class, got them very good pay and benefits. And it’s only fair, it’s only right to give him credit because as somebody once said about Hoffa.

    [34:33] He was always a criminal, but also always a teamster. And he worked very hard for his membership. He never stopped working. And it was sincere, I do believe. But there were times when he, the ends justified the means and he did whatever he had to do to keep the union alive, but also to serve himself and enrich himself. And that was one of those cases where the membership lost out a little bit when Hoffa and Daylitz formed their alliance with the initiation and the help of Sylvia Pagano. Interesting. So let’s go back to Chucky O’Brien for a minute. He goes back up from Kansas City. He ends up back up in Detroit and working very closely with Jimmy Hoffa. And you talked to his son. Yeah. And to make that, and he was probably a huge help and some insight into what his father was like. So talk about Chucky O’Brien when he got back with Hoffa. Yeah, so he goes back to Detroit.

    [35:31] And he steps right back into the Hoffa family circle because Sylvia became part of the Hoffa family. She was Josephine Hoffa’s best friend. Jimmy Hoffa relied on her not only for important work in the union and for important connections to the mob, but he also relied on her heavily as Josephine’s personal assistant and caretaker. Sylvia worked extremely hard serving other people. And she was an excellent caretaker to Josephine who needed a lot of care, had very poor health, made worse by severe alcoholism. And Sylvia was a wonderful caretaker. But Chucky stepped right back into that family orbit. Later, when his own kids were small, Chucky and his wife and his kids moved into the Hoffa house. They’d all lived under the same roof for quite a few years. But Sylvia was really the glue that kept it all together and Chucky’s son who’s also named Chuck O’Brien he was a young boy at this time so his memories of his grandmother.

    [36:42] And Jimmy Hoffa started when he was a young boy and continued up until Sylvia died when he was in his late teens, but he was a great source for the book helped out a lot I really appreciate him And it was interesting to have direct access to someone who actually lived under the same roof with Jimmy Hoffa. So he was not privy, young Chuck was not privy to any inside information or any mob dealings or anything like that. But he later moved to Kansas City and went to work in the River Key for his uncle at the Godfather Lounge, which just a couple of years later was torched in the River Key War. And then young Chuck had worked in professional hockey for a while. And then he became a truck driver and joined Local 41. And so all this history just comes full circle and repeats itself. And I was a little fascinated by these Sylvia’s grandkids who were born and raised in Detroit. They both ended up back in Kansas City in the land of their parents and their grandparents. And they ended up in the same neighborhoods that Sylvia had been born in many years before.

    [37:57] Interesting. And Chucky O’Brien, then he’s kind of Hoffa’s driver sometimes. And Aaron Renner on up to the end of Hoffa’s life was even implicated at the very end. Some people claim that he helped set Hoffa up because he was the one person that Hoffa trusted. And that one movie, The Irishman or whatever, really threw a lot of shade on Chucky O’Brien. So how did you deal with that.

    [38:21] Yeah, I think Chucky got a real bad rap, and as I used to study Hoffa and read all the Hoffa books, I always thought, I always had a very low opinion of Chucky O’Brien, and he became the butt of a joke, and he was portrayed as this blundering, not-too-bright guy who either helped kill his surrogate father or was duped into giving him a ride to where he was killed without knowing what was going on and without being able to, realize it to the point where he could have maybe helped Hoffa. I think Jack Goldsmith put all that to rest. He really changed my opinion of Chucky in his book, but I realized that Chucky had been misunderstood in many ways. Was he involved in Hoffa’s disappearance or not? I think Goldsmith basically vindicates Chucky.

    [39:15] However, I do believe that there’s still some evidence that could strongly suggest that even in light of what Goldsmith wrote, that Chucky could still have known more than he let on. But he was so committed to Emerita that he took a lot of secrets to his grave, I believe. What’s interesting is some of the other co-conspirators in the Hoffa thing ended up dead, like Sally Buggs, and got killed in Little Italy a few years later, and the prevailing wisdom, at least, was to, keep him quiet about the Hoffa case. And they would have probably done the same thing to Chucky if Chucky could have pointed the finger at anybody or implicated anybody. And I’m sure he could have. I’m sure he knew some things about that. He was so close to Giacalone. Chucky was very close to Tony Giacalone and to Tony Provenzano.

    [40:07] And I think that Chucky survived because Giacalone trusted him 100% just as Sylvia Pagano’s son. Giacalone’s trust in Chucky to not give anybody up was just so rock solid. And he loved Chucky. And I think that he was also honoring Sylvia by allowing Chucky to stay alive. So I know I’m straying from your initial question, Gary. There’s so much going on with the whole Chuck O’Brien thing and his involvement. It gets very interesting. You have to get really down in the weeds with it to understand all of it. But I think that Goldsmith’s book is a great read for anybody who’s interested in Hoffa and the whole case. I definitely would recommend it. So it may come down to Chuck O’Brien. And was he more loyal to the mob, to the mafia and their code? Or more loyal to Hoffa and the Teamsters? as Hoffa as an individual, not to the teams or his union, but Hoffa as an individual. Was he more loyal to Hoffa or more loyal to the union or more loyal to the mob? And giving up those guys, he has to turn his back on everything.

    [41:21] The union and the mob. And so I can see where he, whatever he knew,

    [41:25] he was not going to say a word. It would be to his advantage. He has no, they didn’t have a hammer on him. Wasn’t a criminal. They didn’t have a life sentence hanging over his head for anything. They did have, they did prosecute Chucky on a federal case. It was a small time thing. He took some, maybe took some gifts from a, from an employer in his role as a union guy, some small gifts. And then he had also got caught up in a cargo theft case, which is all documented in the book, Office of Connection. But the law enforcement did have a couple of cases that they could apply pressure onto Chucky. But he didn’t say a word, and he just went to prison and served his time. He didn’t have to serve too much time. He was only in for about a year, I think. It was a low-level felony. But he just, he’d never thought once about turning state’s witness. He just went and served his time and got back out and went on with his life.

    [42:25] Yeah. It’s those 50 and 75-year sentences that’ll make the right attorneys. You get even, I used to say, when they came up, those sentencing guidelines for cocaine dealers, you could make a guy talk about his mother when he’s looking. He’s 40 years old and he’s looking at a 50, 75-year sentence. Yeah. I do have to say, though, if there’s one guy that might, and there was a few of them who went and served a hard time. Yeah, a long time until they’re old. Rather than give anybody else up. And I think Chucky would have been one of those guys. I do. Yeah.

    [42:57] Having been raised by sylvia pagano he was just so committed to that culture and those traditions and that way of life and and omerta yeah sylvia even had almost a kind of a halfway making ceremony for chucky she arranged for the top guys in detroit when he came back to detroit from kansas city in the early 50s tony giacalone put together a little event where chucky walked into the back room of grecian gardens restaurant in detroit and all the top guys were sitting around a table and he made a pledge of loyalty to them at that time and then he sat down and broke bread with them and he didn’t prick his finger and burn a card and he wasn’t made into the family but it was all halfway a little bit and they did that for sylvia and because they just valued her so much they respected her and they needed her they she was the connection to their most valuable asset, which was Jimmy Hoffa. So that tells you a little bit about how much respect they had for Sylvia and also for Chucky’s unique role. Here he is.

    [44:05] He’s he’s the son of charlie banagio’s low-level chauffeur yeah and yet he’s sitting down with guys like meyer lansky in florida he’s sitting down with all the top guys in detroit chicago inu acardo rica rosanova all these top guys in chicago then he would sit down with them on behalf of jimmy hoff he was he probably i say in the book that he probably had more chucky o’brien the son of, Banagio’s chauffeur probably had more sit-downs with high-level mobsters than Nick Civella did. As Hoffa’s representative, that was the life. And he knew how to handle that kind of thing because he was raised by Sylvia. So he knew how to say, what not to say, how to behave himself in those types of meetings. So that came naturally to him. And he was Hoffa’s gopher. He drove in places. He took Hoffa’s wife to her medical appointments. He did low-level stuff like that, but he also did more important work, more sensitive stuff, like sitting down with mob bosses and relaying information back and forth, just like as Sylvia had taught him to do.

    [45:16] That’s fascinating. I tell you what, guys, Frank Hayde, Hoffa’s Connection, the story of Sylvia Pagano, the Ken City girl at the center of the mafia’s alliance with the Teamsters Union. I might have links in here. You better get this book. This is untrod territory. Unplowed ground, as we used to say on the farm. This is fresh stuff that you’ve read. There’s so many books out there about Hoffa and his disappearance that they just want to, come on, we can’t do this. I can’t do this again, Hoffa’s disappearance. You’re never going to find his body. You’re never going to figure out exactly who killed him. Nobody’s going to talk, and anybody that could is dead. But this unearthed some really fresh, interesting information about Hoffa and his connection with the Italian La Cosa Nostra in the United States, the entire United States, really. Yes. Thank you, Gary. That was a very nice little summary of it. And I really appreciate you. You’ve had me on your show before, my other books, and I listened to your podcast. Can’t get enough of it. You do terrific work. All us wire trappers love you, man. And we all appreciate you very much. Thank you. Thank you. Are you still doing the, are we still buying you cups of coffee and that kind of stuff? Yeah, you can always buy me a cup of coffee and hit the donate button.

    [46:29] I forget about doing that. I’ve been doing this so long and I got a few guys that hit it regularly and some never do. I do this for the pure joy of it anyhow, but it helps to have a little extra money coming in now and then. When you were selling books yesterday, you love writing this book. You love all that research and putting it together and educating people, but it’s nice to get paid for it too.

    [46:50] It’s a small-time racket, but hey. It’s a small-time racket. Another interesting thing, Frank, we were talking about people doing time, getting so much time, and trying to force them to talk. Yesterday, Frank had a program at the library, and we had a local guy who was a subject of his last book, Mafia Dreams, who was a mob hanger-on guy when he was a young guy. And he got caught up in a murder, an accidental murder in a way. That it’s a long story and you have to get mafia dreams to learn about it. The next generation of the wannabe.

    [47:25] Italian mafia guys in kansas city and so that guy was there he did 25 years 25 years for what we call felony murder another guy he transported a friend of his to a drug by only the guy killed the man was selling the or tried to kill the man that was selling the drugs and the fbi had it set up and ran in and shot and killed the kid who almanese had carried up to the drug ripoff and And so they charged this driver with felony murder, and he did 25 years, just got out about four or five years ago. He could have talked. He had enough to buy him a lot of grace on that 25-year sentence, and he did every minute of it. He never said a word, and it was hard time. It was state time here in Missouri. Yeah, I think that’s true. I think he is representative of Kansas City in a way, because I do believe that in Kansas City, the Code of Emerita persisted longer than most places. And yeah, when you’re 24 years old, I think he was 24 at the time that he was sentenced. Maybe he was 25 and you get sentenced to 25 and a half years.

    [48:38] And you have the chance to whittle that down by giving up information on your friends. And you don’t take it, and you choose to do the 25 and a half years, that’s hardcore. And he did, and those are the best years of his life that he’ll never get back. But he is out now, and he’s making a legitimate living and keeping his nose clean and just trying to make up for a lot of lost time. Yeah, he is. 25 years will straighten your mind out, won’t it? Yeah. Man. All right, Frank. Thanks so much for coming on the show. Hey, thanks again, Gary. Don’t forget to donate Bob the Bob Gary cup of coffee, y’all. Thank you. Okay, Gary. Okay, Frank. That was great. Talk to you later.
  • Gangland Wire

    The Life of a NYPD Cop

    25.05.2026 | 44 Min.
    Retired Kansas City Police Intelligence Unit detective Gary Jenkins sits down with former NYPD officer Jimmy Dennedy and NYC Brooklyn prosecutor Michael Vecchione for a gripping discussion on violent crime, justice, and redemption.

    Jimmy recounts the shocking murder of NYPD officers Rocco Laurie and Gregory Foster by the Black Liberation Army, while Michael reveals the challenges of prosecuting those responsible.

    The conversation then shifts to something unexpected—redemption. After retiring, Jimmy began working in prison ministry, where he witnessed firsthand how even hardened criminals, including mobsters, can change their lives.

    This episode dives deep into:

    The reality of cop killings in New York City

    The struggle to prosecute violent offenders

    Inside stories from mob cases

    Redemption and transformation inside prisons

    Get the book Hard Guys Cry.

    If you’re interested in true crime, mafia history, and real law enforcement stories, this is an episode you don’t want to miss.

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    To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here

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    [0:00] Hey, all you wiretappers, good to be back here in studio, Gangland Wire. This is Gary Jenkins, retired Kansas City Police Intelligence Unit detective and now turned podcaster. And I have another retired cop here on the show, Jimmy Dennedy. Jimmy, I tell you what, I had it down, Dennedy, like Kennedy. And our friend who’s been on here several times, Michael Vecchione. Welcome, Michael. Welcome, Jimmy. Thank you very much for having us, Gary. Thank you. All right. Michael has several books out there. He’s, he’s prosecuted the mob. That’s how I got onto him. He prosecuted the, he had something to do with the mob cops, Louis Eppolito. And I can’t remember exactly now. I should have made a note on that, Michael. What was the name of that book?

    [0:48] The name of the book? Friends of the Family. Friends of the Family. Is that those two New York PD coppers that were in the pay of? Louis Eppolito and Louis Eppolito was one of the cops. And you know what, Gary? during the, when Jimmy, when you talk to Jimmy, Jimmy has a kind of a, an odd situation regarding Louie Eppolito. And, and it’s a good story. I think he should tell you, tell your listeners. All right. Great. We look forward to that, Jimmy and Jimmy Denity, who was a New York city policeman. And he has a book, tough dies to cry. Hard guys cry. Let me do that over again. Yeah. I said, I left, I had it written down here and he had Jimmy Denity is here with us. He is a retired New York City copper, and he has a book, Hard Guy’s Cry. So welcome, Jimmy.

    [1:34] Good morning. Thank you very much for having me. All right, Michael, you and Jimmy, did you guys work together a little bit on the job? Did you know each other back then? Yeah, we certainly did. We’ve probably known each other now for maybe 45 or more years. I got to know Jimmy because I got assigned a case involving, unfortunately, the death, the murder of two New York City police officers who were assigned to Jimmy’s precinct at the time in Bed-Stuy. And it was a case that had been tried twice before I got it. And there were hung juries in both of the cases. And the DA at that point was going to just simply decide to not prosecute it anymore. And the head of the policeman’s union went to the DA, the district attorney, and said, listen, just give it one more shot. So I was at the time the head of a group called the Major Offense Bureau in the Brooklyn DA’s office. And I got, I’ll never forget this. I was sitting at my desk and the boss of the unit, the bureau that I was part of, came into my office and said, come with me. We’ll go to see the DA.

    [2:41] I didn’t know. I thought maybe I was in trouble for some reason, but I sat down and he said, listen, I want to give you one more shot. I want to take this case to trial one more time and you are the guy that we want to do it. So I was happy to do it. I tried a lot of cases by that point. And, and the best part of the whole situation, Gary is I met Jimmy Danity. That was, he, we became fast friends and I got to tell you a little funny story. He had been involved in the two other trials.

    [3:11] But when he sat down with me, the first thing he said to me was, or one of the first things was, do you eat lunch? I said, yeah, of course I eat lunch. Why? He said, the guy that tried the case before you and the one before him, they didn’t eat lunch. And by the time the afternoon came, their energy was all waned, had waned. And he said, so here’s what I’m going to do. I’m going to have lunch on your desk every time you come back for the lunch break from the trial. And he did. There was a sandwich waiting for me every day when I came back, and he is the guy that brought it to me. But before the trial, we went out. Me, Jimmy, and detective from the Homicide Bureau, who was assigned to the case.

    [3:57] Tony Martin, went out to the scene. And again, another one of these scenes, which I’ll never forget. The scene was in the middle of Bed-Stuy on Troop Avenue. Jimmy, that was the, yeah.

    [4:10] Willoughby and Troop. Willoughby and Troop. So we’re on the street and the three of us are standing there right on the sidewalk. And we look around and I said to Tony, did you hit every one of these buildings looking for witnesses? Because there was a problem with the case with the witnesses. One had died in a very strange way. And so he looked around I don’t know if you remember this, Jimmy And he pointed to a building Diagonally across from the spot Where the two cops were shot And he said, Mike We never went into that building, And Jimmy and Tony went into the building, canvassed it and came up with two new witnesses. And so it was a wonderful experience working with Jimmy. He was a hard worker. He really was tied to this case in the sense that these guys were his friends. They were two guys who were gunned down for really no reason by a member of the Black Liberation Army at the time who was part of the Attica riots here in New York. He was actually one of the guys who started the Attica riots in New York. And he was out and he was with another guy. And we believe that they were going to meet another one of their fellow.

    [5:27] I don’t want to call them gang members, to set up a robbery. And that’s why they were in Brooklyn. And the case had so many ups and downs and twists and turns. And it was something which I obviously will never forget. But the best part about it, I’ll repeat myself, is that I met Jimmy Denity. And he and I have been friends from that point on until today. And so let me just get to the book because Hard Guy’s Cry to me was a labor of love. It really was. I got a call one afternoon and I’m sitting out on my deck and Jimmy calls me and we just got to talking and he asked me about doing a book about his life and his story. And I said, it’s great. There are lots of books out there about cops and street cops and what they’ve done on the street. He said, so he said, oh, but he started to now expand on it. And then he told me the second part of his career, which was the prison ministry in the federal prison and a state prison here in New York. And I said, Jimmy, you buried the lead. That’s the part of this book that I can sell to a publisher. Because Gary, you probably know this. You probably interviewed these guys who do books when they retire. This was just going to be one of those. Jimmy’s career on the street was terrific.

    [6:47] The only problem was there are lots of guys who have books out there like that. So when he told me the story about his prison ministry, I was working at the time with a partner of mine, Jerry Schmetterer, who has now passed away. And we both talked about it and we said, this is definitely a story. This is definitely a book. And it’s been a long journey, Jim, until we got to this point. We’ve had COVID. We’ve had the Minneapolis, the guy in Minneapolis who was killed and agents saying to us, nobody wants to publish a book about a good cop. Nobody wants to do that. You can’t sell this until I didn’t give up. I really didn’t give up. And I took the proposal and I rewrote it after Jerry died. And then I sent it out to a couple of publishers and one of them grabbed it and said, yes, I want to do this. And then believe it or not, Gary, his publishing company hit the skids in terms of being able to spend money. He went out of business. So I had one more shot and I gave it to the publisher of my novels.

    [7:55] And she finally is the one who said, yes, let’s do this. And then here we are today.

    [8:01] It’s really, again, I said this before, but it was a journey of love. It really was to tell this guy’s story. and we, I know I’m repeating myself, but we became such good friends that our families got to know each other. I went to Jimmy’s house for holidays. We really just became very good friends. And here we are. And I’m so happy that I was able to write this book because I really believe that the people who read it will say, wow, this is a great guy. This is a great guy. And he is. Interesting. Hey, Jimmy, I got a couple of questions for you. Now, you worked, that was the Rocco and Lori case, if I remember right. And everybody who worked big city policing at the time, that scared the dog shit out of us. It was like these guys just laid in wait for a couple patrolmen to walk by, stepped out and shot them. That was my impression. And I worked that kind of a neighborhood. And we were jumping. We were pretty jumpy for quite a while. And it wasn’t solved for a while. We knew it was some kind of a political act, or at least that’s what we’re led to believe. Did you guys feel the same way in New York? Let me just stop you for a second. The case that I did with Jimmy was Norman Cerullo and Christina Soames years later. The one that you’re talking about, Rocco Laurie and Gregory Foster, was much earlier.

    [9:21] Jimmy was involved in it because he was a good friend of Rocco Laurie. They went to the academy together. But I’m sorry to interrupt, but I just wanted to make sure that we were talking about the right thing.

    [9:33] So that kind of a case, you actually went through two of them. So tell us about your feelings about that. Did that, how did that affect your dealings on the street? I was in the academy with Rocco Laurie, right? And we had both come out of the Marine Corps at the same time. And we worked out together. We boxed together. And some of the guys were slacking off. The guy’s name was Mr. Clean. He was the instructor. He would say, okay, now you’re going to box with Denny or you’re going to box with Laurie. Of course, they were slacking. We weren’t slacking. Oh, God. That was me. They said, Jenkins, go over there and box with one of those guys. No brother in Lime.

    [10:12] So we became close we we knew his wife he knew that time it was my girlfriend but that was my wife we had gone out to dinner and he was a really good man in the academy i won the gun for physical fitness he won the gun for overall excellence and we got pictures with our guns together and stuff. So I was working at midnight with this guy, Victor Grillo, nice guy. And a job came over. Cops shot in Manhattan. We were in Brooklyn. It’s on the other side of the bridge. So we’re saying, wait. And that became the ninth precinct. That’s where Rocco worked. So we used to call him the Rock. I hope it’s not the Rock. And it turns out it was him. These guys executed him. They were basically a domestic terrorist group. They were robbing banks. They were killing cops for no reason. They just walked past them, turned around, opened up on them. And they shot them all over the face to the groin. And then they took their guns and shot them. And some of the guns actually wound up out in St. Louis or in West Area.

    [11:16] So did it affect me? Absolutely. I became, I don’t want to say callous, but I was very leery of everybody.

    [11:26] And I started, my niche was guns. I locked up a lot of guys for a lot of guns. But anything to do with it, Black Liberation Army or anything, I used to accumulate information, intelligence information, and my locker was full of it. I’d lock up a guy, and they used to have years ago the little address books. I used to take their address books, and they would ask me information, the FBI, the Major K-Squad, Jimmy, have any information on this guy? And which I did many times, right? Fast forward several years later, I’m out, and I’m having a few cocktails, and then i drove back to the precinct the 79th precinct to meet a friend of mine bobby perry, and while i was at the front of the desk there’s a place they could check your messages if anybody calls you messages so i’m checking my messages and it came over shots fired then it came over cop shot then it came over two cop shot then i drove down to my civilian car right it was dark, and it was like help you know radio card door is open you know I mean blood all over the place he also shot his friend right and he’s laying it dead with a gun in his hand his blood all over the place it was a nightmare so let me figure this out but now everybody name others coming down because he’s cop-killing students a doubleheader so to speak and then I see the blood going across the street and the blood stops.

    [12:53] So obviously somebody was shot. It’s not our guys. And then I assume he got into a car.

    [13:00] So I’m trying to figure, is he going to go to the Spanish neighborhood or deeper into the black neighborhood? And I said, let me go to the hospital. So I drive to the hospital to see if they need blood or anything. And out of the corner of my eye, when I passed Lexington Avenue, I see there had been a car accident. A guy hit parked cars. I kept going. And then I told Mike, you know, my father gave us a game when we were kids. It was called Game in the States. at a map of the united states and you had two little electric wires and you plug one into the state and there’s a list of capitals on the other side and when you hit that the light would go on you got the right answer and as god is the lord a light went off in my head just like it was the right state capital yeah went to the hospital and they did you know and then this guy paulie has ever seen him he’s crying he was in plain clothes anti-crime i said paulie listen to me Two things. Once, I want to come in the car. I’m going to go back to the scene. Because when I got there, there was a Spanish guy on the pool across the street. And he was a little biggazy type guy himself. But he used to give me information. He used to give me information on his competitors. Yeah.

    [14:10] Yes. So when he saw me, you know, he ran. Right? I wanted to come back and talk to him. But on the way back, I said, Paul, I’m going to stop at this accident scene. This is, it’s just there. Yeah. Go back there. Ambulance is starting to pull away fire truck was there pulling away so i went over there they said it’s an accident scene the guy’s injured i said what kind of injury is it the guy said well he dressed his wound because he won he refused medical aid this guy so i said i just dressed his wound i saw undress the wound let me look at it i’m not undressing the wound i went over and i just ripped it off and it’s a gunshot wound yeah right yeah so all he had a radio calls the sergeant down and they bring a witness from willoughby avenue she comes down she says that’s the guy who killed the two cops so we get him put him in the ambulance right in the ambulance he’s a big boy this guy right and he goes reach and grabs my gun from my holster so now it’s like an arm wrestle for the gun between me him and paulie saracena and during this arm wrestle necessary force was used and the necessary force was used until he dropped the gun or he got the gun from him. Goes to the hospital. He has a Derringer behind his belt buckle and he has police handcuff key.

    [15:38] These guys are the real deal. Yeah, that’s a real deal. They train for this stuff. They associate but others that train they shoot you know what i mean so it’s just uncanny that rocko was my friend and he was murdered in a double police homicide and then a few years later i lock up a guy from the same team that killed two of my friends you know it was a nightmare and then we went to trial and that’s how i met mike and it’s a very.

    [16:09] It’s pressing on your brain. Yeah. Something like this happens. And then, and I don’t have to tell you, Gary, but then you get other cases. So you’re making more gun arrests, but you still have this. You know what I mean? It’s, it’s tough. It’s tough. But it was. I just want to interrupt for one second. One of the, Jimmy mentioned her. They brought a witness back to the scene to identify the, the bad guy. And, uh, and she was a great witness. She was there when the shooting occurred. She was actually moving into the building that the shooting happened in front of. And so the case was, we had a couple of, she was the best eyewitness to the case. And as Jimmy and Tony Martin, the detective who were assigned together after the actual arrest, because we had, they had to get the case together and look for more witnesses, et cetera.

    [16:58] They went one day to see this particular young woman to talk to her and see what was, if everything was still good, if she was okay. Turns out she was in the hospital nobody knew this she had gone into the hospital we were told because she had a cold she died in the hospital gary from a cold which is what we thought turns out she had encephalitis but the thing was at the time we said who goes into a hospital number one with a cold and who dies from a cold so we at that point not me but i wasn’t on the case yet, but others. And then when Jimmy told me this later on, I said to myself.

    [17:42] It’s got to be some connection to the bad guys. Maybe they poisoned her. Maybe they did something and we looked into it. It turned out, Jimmy, what was the disease that she had? I think she had herpes viral encephalitis in the brain. It’s a possibility that it can be induced. Yeah. So that’s what we looked at. And the medical examiner at the time of the death never really looked. The DA who had the case at the time thought, ah, this is a slam dunk. We had this witness, that witness. Jimmy arrests the guy and he’s got the bullet, which another thing happened. He wouldn’t allow the medical people to take the bullet out of his leg. It was the cop’s bullet. Yeah. So we wouldn’t, he wouldn’t let him do it. So we had to go with a, an x-ray of the bullet at the trial instead of the bullet itself. But it was, it’s a case with, as I said before, excuse me, many twists and turns. And it’s the whole story is in the book. And I don’t want to take away from Jimmy’s story here, but I have a legal question. You couldn’t get a search warrant to take the bullet out of a person. Is that?

    [18:51] We tried, and you know what the judge said? No. Uh-huh, okay. I just, I never ran into that. I’ve heard that before where the bullet stays inside and you can’t get it. I just.

    [19:03] I tried. The judge wouldn’t give us the search, the ability to search, quote unquote, which meant taking the bullet out of his leg. Anyway, so that’s where we, that’s where we met. And it was, it was quite a case. And Jimmy, I understand you, you go through your career and you see all these horrible things and you’re harding yourself. And you know, the title of your book, hard girls, hard boys, hard men cry. I don’t know why I got hard guys cry. I don’t know why I can’t remember. I should remember from Norman Mailer’s tough guys don’t dance, but hard guys cry. And so you harden yourself all those years, but then something happened in your life. Apparently that changed, changed that. I know after I retired, partly what happened to me is I became a lawyer and I started dealing with people from not particularly criminals, but many times relatives of people who had gone to jail. And I worked for public defenders and really got to know people on the other side and realize that we’re just two sides of the same coin many times trying to get along and trying to get by. So what happened in your life that changed that, your attitude?

    [20:11] When I retired, there was an old man who was a farmer, and it was like a late-year-type situation. This farmhouse was falling apart. The second floor was owned by raccoons. He had electricity in one room and no running water, but he was the calmest, nicest, most spiritual guy you ever wanted to meet. Almost no teeth. He had one tooth. And there was Louis Adamski. We used to call him Louis the farmer. So I used to take care of Louis. was taking over my house for Thanksgiving, Christmas, driving down this long driveway, see how he’s doing. And I didn’t see him for a while. So I drove down the driveway one particular day and I said, Louie, I haven’t seen you. You haven’t called. He said, he had bladder cancer. I said, really? I said, wow. He said, you had two surgeries. I said, you’re going for follow-up treatment? And he said, I’m supposed to go every 90 days, but he had no insurance, zero, no Social services, nothing. And the doctors were suing him. And they wanted his farm. He owned one-tenth of his farm. It had about 80 acres. But it was heirs. Everybody in his family had passed away. I said, Louie, you got to get follow-up treatment. So there was a city that’s not about a half hour away called Newburgh, New York. And there was a urologist I was familiar with. So I told him the story. This guy has nothing. He said to me, if you will drive him, I will treat him like the president of the United States.

    [21:40] So for two and a half years, just about every month, sometimes twice a week, it all depends when his visits were, I would drive Louie. So it was like an all day affair almost because I have my own business, so I don’t show up for work. What do I care? So I take care of Louie all this time and my friends are patting me on the back saying, oh, you’re Louie’s angel. So one particular day we go in and…

    [22:03] He, if Louis checker, he calls me into the, uh, his consultation room and he says, so your friend’s cancer is back. She got to be kidding me. He said, yeah, I feel it on his prostate. He said, he has someone for biopsy Friday. This was on a Wednesday. I said, I don’t know how he’s going to get there. It’s an old day. I said, doc, listen, I’m married to this guy for two and a half years. I said, I’ll take him. He said, you sure? It was an old day. I said, doc, I don’t care. He said, all right. He said, I’ll tell you what, as long as you’re going to take them, your PSA is just borderline high. He said, I feel there’s nothing on your prostate, but if you’re going to take it, let me give you a biopsy too. I said, fine, I don’t care. So I take, we both get the biopsy. The next Wednesday, he calls them both of us in. I have cancer as well, worse than his, right? So he got radiation. I went out to New York City. There was a top flight surgeon in Columbia Presbyterian Hospital. And I told him the story like I’m telling you now. So he said, you got to cut that out of there. You don’t want it in there. So they cut me a half. They took it out. And in the recovery room, he comes in and he says to me, you weren’t Louis’ angel. Louis was your angel. He said, you had a C-grade cancer. It was starting to spread, but I got everything.

    [23:15] So he said, you would have been dead about a year and a half. He said, because you had no signs, no symptoms. By the time you had the symptoms, it would be all over. Yeah. So it changes the way you think that I was invited to go on to this, a religious retreat weekend, a Cresillo weekend. I didn’t want to go. I’m not a holy roller. It’s not my cup of tea, but I socially boxed in like friends. So then your wife has to go too. So my wife, Noraline said, oh, I’ll go. And I said, oh, yeah, now I got to go. So I go on this week. it’s it’s thursday friday saturday sunday you can’t bring a watch you didn’t have cell phones then right so you’re stuck there so i went and i hooked up for a couple of other ex-marines and this actor mike was poorly he was on the sopranos so i sit in the back like we’re just going to ride this one out oh we can write it out it turns out that it was very moving, it’s very moving and people spoke that thought they were like punks i knew them indirectly they had quite a story to tell and then, weekend was over and on the way back it was November and I was telling Mike I rolled the windows down it was like spring, spring in my mind you see things differently like these computer generated pictures you see what it is but if you stare at it long enough another picture comes out within the picture and kind of life came out of life for me I saw things differently, Then these guys asked me to go into the prison.

    [24:42] Listen, I say, listen, you’re a carpenter. You’re a plumber. You don’t know what these guys are. I’ve thrown these guys down stamps and shot a guy at my house. Crazy. Again, I’m socially boxed in. So we go up to the prison. It was 41 of us, 41 of us. It’s called the Kairos. It’s an interdenominational…

    [25:01] Prison ministry. So I sit in a big circle, piece of paper, it passes around. When you get it, you have to say who you are, where you’re from. So I get it. I said, my name’s Jimmy Danity. I live in Orange County, New York. I’m married. I have two children, and I retired from the Oak City Police Department. They booed me. I told Mike, it was like an old dog growling. Yeah. Yeah. I said, what am I doing here? So the next day, because you had to sleep up in the prison too, The next day, you’re at a table. So you have an inmate on either side. So there’s like maybe nine people at the table. And there’s three of us, six of them. And don’t ask them what they did. Never referred them as a prisoner, as a resident. They were like, guys, I grew up with their neighbor. I said, what did you do? You stupid. So it becomes, it was a religious weekend. But also, it’s practical life. And you guys were good. You know what I mean? I got along well with them. So we did every day and it was friday saturday sunday they finished and that’s it i’m done i’m done with this i said i’d do it and i’m saying i wonder if any of my guys would show up to a wednesday night they have a wednesday night follow-up at this organization i wonder if any of my guys would be there so you know what let me show let me go to one wednesday right all my guys.

    [26:22] Oh, my gosh. And that was the only, Gary, that was the only table where all of them showed up again. So that’s why he knew that this was the right thing for him. I’m sorry, Jim. I just want to know. And so this was still in the prison. Yeah. Back up the prison. Yeah. And they invited these guys. If you want, you can come to this follow up. At that time, every Wednesday at six o’clock, they could go into the chapel to this particular group meeting. So I just want to see if any of my guys are going to show up. They all showed up and then the volunteers drop off and then i said let me do another wednesday, and another wednesday and it comes like everybody wants to talk to you it’s like when you go into the pet store where puppies say they want you to pick them like pick me and it you get you wind up with a group i tell mike they’re my guys and then you wind up it’s a spiritual thing no question about it right it’s brand involved and everything but you go through life with these guys and a lot them have a lot of crazy situations yeah and one guy is a mafia guy and i think frankie and he wants to say jimmy this new guy he wants to talk to your jug it’s all right so he takes me behind this little interdenomination altar they got there right so i said hey don’t you he says remember me i said no he said you should you broke my nose so i said when did i break your nose He said.

    [27:46] Yeah, in the park on 53rd Street where we used to play hockey. He said, your brother, I remember you. I mentioned his name, his last name. I said, you were messing with the park attendant. I slammed a basketball in his face. You know what I mean? He never forgot it. They told Frankie, yeah, he was crazy before he went to the Marine Corps. I’d make guys in there.

    [28:04] I worked. Yeah. The drug cases that they had.

    [28:09] You know, I knew who their bosses were. I testified in Philadelphia against one of these guys’ big bosses. And it’s just, it was like almost an inside straight. It was like meant to be. It was meant to be. And then my parish priest, so then I started, I was in the denominational night. The Catholic guys had nothing. I started a Catholic night with a few other good guys, my friend Brian and a few other guys, right, on Thursday. So now I’m going there Wednesday and Thursday. So my parish priest said, the state maximum security doesn’t have anything like this. Let’s start one there. So I’m going Wednesday, the federal prison, Thursday to the state max. You know, and it, I did it for 25 years, two days a week. Wow. And if the guys in Brooklyn, where I was a cop, knew I was doing this, they say, wrong guy, definitely. Somebody else, you got the wrong guy. Yeah. It’s the way the good Lord leads you. Now, something changed in your life and it’s not like you had any control of it. It just, it changed. You opened yourself up. It seems to me like it. And you just didn’t have any choice but to go down this path. And you know what it is also, Gary, it’s also like you’re preventing crime. You’re doing the same thing only from the inside. From the inside, you want to change the way they think, the way they act. And there’s a million things I could tell you how I was able to change things in a prison. They’re going to stab somebody. The guy who was a rat.

    [29:32] And they didn’t like him. I didn’t like him. And I told him, listen, I like the guy. He said, you like the guy? Don’t get involved in this. I said, do what you want to do. I like the guy. They never touch the guy. Because if they do something like that, then they’re going to hurt you.

    [29:46] Gary, I think Jimmy should tell you, he’s talking about the effect he had on these guys. What really was the point of the prison ministry was to essentially make these guys, I think, better people and to change their lives. I think you should tell him, ask Jimmy, tell him the story of the Boston mobster because this one, this story has, it really hits home as to exactly what effect he had on someone who was one of guys that you might have on your show. someday. This guy was a really bad guy. And he was up there with Whitey Bulger, et cetera, in Boston. So I think it’s worthwhile to tell the story. And it really hits home in terms of how effective Jimmy was after being effective on the street, locking up these guys, what he did with the prison. So if you have a bit of time, I think it’s worthwhile to hear the story. Yeah, let’s hear it. I always want to hear stories about mobsters, anyhow. Yep. Go ahead, Jim. We were up at the federal prison, and it was during the holiday season, right? And the volunteer chaplain was Father Paul Papara, and he was giving a talk on forgiveness. So we had all these wise guys. It was a mess. They had all different guys. This particular time, a couple of wise guys, they had their arms folded, and they said, Father, you want me to forgive the guy that ratted me out?

    [31:05] He’s home with his family, and I’m here doing X amount of years left on my bid. So I raised my hand. so I said listen if this guy is lying and put you in prison for no reason shame on him he should rot in hell but if he just exposed what you did anyway you know you did it if you did it the good lord see you live in a fishbowl the guy just exposed you for what you did that’s, You have no bitch here, pal. Jimmy, this guy Jimmy, he’s a different name than him. Jimmy stands up and he says, listen, I’ve been in jail. I’ve killed people. I don’t want to, I forgive anybody. I want forgiveness. I’ll forgive anybody. So that was it. Eventually, Jimmy, a couple years later, goes home. So he called me at my office a couple years later and he wanted me to write a letter of reference to work at the docks with Homeland Security. I said, I don’t know how to write it. Put down that I was a prisoner and just what you thought of me. No problem. So I met him in the prison, stuff like that, right?

    [32:03] About a year after that or so, I get a call from him again. He says, hey, Jimmy, you got time? Hey, Jimmy. I said, good. I got all the time in the world for you. He said, what’s up, pal? He said, I was on a train platform. He says, and I see this guy. Him and his associate tried to kill me. They had stabbed me 13 times. He said, I already took care of his friend. And I walked up to him like a face-to-face with him. Then he recognized me the guy turned white and urinated all over himself because he knows he’s there jimmy says to me i put my finger on his face and i told him you know that thing you’re worried about right get out of here i forgive you i get the fuck out of here now and he says to me jimmy it would have been easier for me to clip this guy and to forgive the guy but i forgave him, And I’m saying, Jimmy, I’m so proud of you, I can’t, just, and he, for him to call me to tell me how he responded to that situation, you know, which was completely out of character to the old guy, the old Jim. He was very proud of himself, and I was very proud of him.

    [33:09] So that’s the story Mike has told. It was the story, quite frankly, Gary. Didn’t he have one of the Westies in there with him? They were some particularly brutal crew in New York City. Yeah, yeah, he did.

    [33:25] We had a few of them up there. We had Jimmy Coonan, who started the Westies. Oh, okay. Jimmy was there, and I was friendly with Jimmy because I knew guys that he knew. The guys at Otisville Prison is a high medium.

    [33:38] Lewisburg is a max so when guys behave even a max they could come down to the media so when he came down he never came to the services and stuff we were talking all the way on the side but another fellow was a Westie a tough guy you know what I mean they would, drive through jewelry stores, 50 miles an hour go inside and rob everything but they would go in there before with their girlfriends looking good dressed nice they knew where this stuff was and they would take everything and he wound up getting locked up for almost like a Lufthansa type thing at the airport only they got caught so he was at my first weekend in the prison and we became very close friends and I tried to help him and he responded very positively, and he’s sitting in a circle there’s a cross, whoever has the cross has the microphone, nobody interrupts when you’re done, the next guy talks, he was talking and we finished, the Spanish kid so the Spanish kid is talking and he’s talking, so I told him what are you talking for Rich he can’t be talking like that the kid’s talking so he didn’t come for a few months then he comes back right and we’re sitting there talking and then he has a cross and he puts his head down.

    [34:54] And he starts talking and he says, you know, something happened to me. You can’t explain it. You had a Spanish kid in the next cell, right? It was a new guy. They robbed the sneakers and the kid had no sneakers. I know he’s got his head down. Now I’m thinking maybe he robbed the kid’s sneakers, right? He says, I gave him my sneakers because I had an extra pair. And as he’s telling the story, his head is down. The floor is gray, but getting darker, the teardrops. He’s telling the story he’s crying and then he says maybe I’m not all bad after all yeah I said how can you think of yourself like that he eventually goes home so, we my wife Norley and I get invited to his wedding which is a no-no but the guy was home so and the wedding is on Mulberry Street in Little Italy.

    [35:46] Yeah so we go down at the wedding and we’re like the oddball there but He could introduce us to enough people, you know, and if you see change in people, it’s wonderful. If on the street, if you go to these religious retreats, people go jumping out like a gazelle. But in prison, if an elephant jumps in it, it’s a miracle. Yeah. I mean, if you see somebody that thinks that they’re ugly, they’re not ugly inside. So I found it very rewarding. And. They, I didn’t think they’d respond to retired law enforcement, but they responded well. Yeah. Because I spoke their language. Yeah. So it lasted 25 years, Gary. Yeah. I’ve got a couple of guys here in Kansas city that it’s not a spiritual kind of a thing, but I’ve become friends with them. And one guy told me, he’s fine. He said, he said, I can talk to you and you understand what I’m talking about. He said, all the rest of the people in my life anymore, cause he’s out of the life. He said, they don’t understand what I’m talking about. He said, I don’t have to get back into life, but I can talk to you and you know, you know, the people I’m talking about, you know what I’m talking about. I said, yeah, I do.

    [36:56] So obviously in case it was pretty obvious that we were, when we started to hear all these stories, when he told, told Jerry and I the story of the, the mobster who was crying because given the sneaker, that’s where the books, the title of the book comes from, art guys cry. But there’s one other guy in there that you should ask him about. And that is we had this, I don’t even know what to call him. He was really an oddball guy, a criminal in New York. He was a rich guy who owned a lot of, he ran art galleries and collected art galleries and collected paintings and got into the art world and was advising rich people as to what art they were buying. And it turns out he was basically a sadist. And he had another guy with him who he and the other guy wound up, he didn’t get charged with this, his partner did, wound up killing somebody. And when they found the body buried laying in the woods in upstate New York, he had one of those.

    [38:02] Sadomasochistic masks on him, his black mask. And this individual was one of Jimmy’s guys and he was a hardcore, am I right, Jimmy, in terms of not wanting help at all. He was just the kind of guy who, you know, if you help them, it was going to be a miracle. And he did. He helped them and it’s a miracle. And it’s worthwhile to tell the story about this guy. His name was Andrew Crispo. He’s no longer alive. And he was all over the newspapers here in New York City because of the whole masochistic, the sadomasochist activity that he was involved in. And that the picture of the dead body with that black mask on was all over the newspapers. And this guy, we have his picture in the book. If you see him, it’s butter wouldn’t melt in his mouth. He looked like the nicest guy in the world. Businessman. Turns out he was really one of the worst guys in terms of how he treated people. And Jimmy finally got to him. It was, to me, one of the more miraculous transformations when I heard all of the stories was this one because of what he was on the outside and what he became after Jimmy had him and he got out. He did not repeat his life the way that he was before here. Chris Bowe was a tough guy, right, Jimmy, in terms of getting to him?

    [39:28] Andrew, Sky Andre brought him down to one of our groups. And he asked me if he could bring his friend down the shirt. Everybody’s welcome, of course. And you’ve been around tough guys your whole life. Everybody’s a tough guy. You’re a tough guy. Everybody’s a tough guy. This guy had no muscle tone. He was like ashing in color. He looked like a raccoon. He had like rings around his eyes. And he was like creepy, creepy. So he came. And then he came for about seven years all the time. You get to know him, right? And he got grabbed for that sero-masochistic murder, but they couldn’t prove it. He got locked up, attempted kidnapping, the three-year-old daughter of the federal trustee. That’s why he was in jail now federal jail but he if you make a long story short he, doesn’t know who his parents are right and i’m not bleeding on i’m just telling you the way it is, he was dropped off at an orphanage as an infant and i was there for sentencing and this is what the judge said mr crispo he said before i sentence you i’d like you to know that i researched your history as a newborn you were dropped off in an orphanage right you remain there for 18 years where you were repeatedly beaten up and raped and.

    [40:47] But after leaving there, you managed to raise yourself up to get on the top of the art world, even owning a world-renowned art gallery in New York City. He said, for that, he said, I give you credit. However, then he banged him for seven years on the other thing. But he came down, and he had nothing spiritually. And if you sit with him and you talk with him, he kind of listened. He came around.

    [41:13] Like I told Mike, there was another guy. colombian guy his wife used to bring his daughter to work all the time so he came into the group a little late and he’s crying and then i said what’s the matter he said he said i’m not gonna see my daughter for two weeks i said well the comment told me once there’s a price for loving the price for loving is the absence of love you have to experience the love to miss it mr andrew who was sitting on our group andrew could you tell him a little bit about yourself oh yeah he said see the visiting room that you were in with your wife and the child, I’ve never been in there, and I’ll never be in there. And they said, there’s nothing worse than being alone, than being alone and no one cares.

    [41:56] And he came, and the rings went from his eyes, and then he became involved in all this other stuff. And he actually became a kind guy. He got involved with the church and things like that. And then he eventually went home. I’ll tell you the money he had. You need the money for an appeal? He sold one painting for $2.46 million. Oh wow the attorney’s fee that’s just one thing he had money but he had nothing yeah he had nothing and then when he went home he used to correspond you know and he’d write beautiful things thanks for the prayers thanks for your wife how’s your dog it’s not the same guy but he wasn’t like like what he’s tattooed tough guys he was like creepy tough and at the end when he left my opinion He was not. So if you can help somebody, it’s nice to help somebody if you can. Yeah. That’s interesting. That’s a true shift in the personality and to give somebody some spiritual hope in their life that they can, from what you’re describing to what he was to what he left when he left. That’s amazing. Exactly. That’s an amazing story.

    [43:01] There it is. Cry, The Journey of a Tough Cop from the Mean Streets to a Prison Ministry, Jimmy Dennedy and Michael Vecchione. Jimmy and Michael, I appreciate you guys so much for coming on and telling these stories. And guys, there’s a lot more stories just like this and better in the book. I’ll have links to get it down in the show notes.

    [43:22] And guys, you got anything last words you want to say? Anything you left out?

    [43:28] Gary, listen, keep getting those pension checks.

    [43:33] Yes, I will. I told my wife, Nora, put my feet in potting soil. If my toenail grows, that’s a sign of life. Keep getting that check. Really?

    [43:44] Thanks so much, Jimmy. All right. I just want to thank you. You’ve been terrific. And I hope that, I really mean this when I say this, people who get this book and read it or listen to it or however they want to get it into their, their mind, they’re going to love it because this guy’s story is just fantastic. And we touched on a few things, but we didn’t really touch, we didn’t get into the real meat that that’s there. And it’s, it was a, again, a pleasure to do this. So I’ve got one guy, I got one guy I talked to that has prison stories. I tell you what guys, there are so many great stories that come out of the penitentiary. It’s just, it’s amazing. I think part of these people don’t have much else current to talk about, so they tell stories from their past, and you get some great stories coming out of the prisons. Thanks a lot, guys. Gary. Thank you. God bless my friend.
  • Gangland Wire

    Louis “Streaky” Gatto: New Jersey and the Genovese Mob

    22.05.2026 | 20 Min.
    Retired Kansas City Police Intelligence Unit detective Gary Jenkins examines the rise and influence of Louis “Streaky” Gatto and the Genovese crime family’s powerful New Jersey faction. Drawing from a 2004 New Jersey Crime Commission report, this episode explores how Genovese crews operated across multiple counties while controlling illegal gambling, loan sharking, and waterfront rackets through intimidation and organized violence.

    Gary breaks down the structure of Gatto’s Bergen County crew, including the involvement of his son Joseph Gatto and son-in-law Alan “Little Al” Greco. The discussion details how the crew maintained control over bookmaking and gambling operations and how prosecutors later tied key members to murders connected to their criminal enterprises.

    The episode also dives into the federal RICO prosecution and the dramatic courtroom testimony of witness Robert Belli. Gary explains allegations that associates of the Gatto crew attempted to pressure and intimidate witnesses before testimony, including claims involving the infamous “evil eye” or malocchio. Prosecutors argued that subtle intimidation tactics, courtroom stares, and indirect threats were all part of an effort to influence testimony.

    Another major focus is Moe Brown, a reputed associate connected to the Gatto organization. The episode explores how prosecutors used recordings and testimony to connect Brown to the defendants and how his conduct in court became part of the government’s intimidation narrative.

    Finally, Gary examines the later criminal cases involving Joseph Gatto, including offshore sports betting operations, convictions, prison sentences, and the eventual decline of the family’s gambling empire. The episode concludes with the deaths of both Joseph Gatto and Louis “Streaky” Gatto, marking the end of an era for one of New Jersey’s most feared Genovese crews.

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    Transcript

    [0:00] Hey, all you wiretappers, good to be back here in the studio of Gangland Wires. A little extra I’m going to throw in here. I did this interview with Scott Deitch about Jerry Katina, and I got a lot of.

    [0:12] Comments, a lot of reactions to that show, a lot of New Jersey mob fans, Genovese mob fans out there. A guy named Carmine, Carmine something, he had some other numbers after his name. Carmine commented that I should do a show on Louis Streaky Gatto. That was a New Jersey capo who was one of the Chin’s best earners in the Genovese family. He had a crew down in New Jersey. And if you notice, one more thing, I was going to mention this before. I got a new hat. Now, check this out.

    [0:46] Hope you can see that. Got the gangland wire insignia on it. Now, this is my official gangland wire hat.

    [0:56] Louis Streaky Gatto, the New Jersey Crime Commission report in May 2004, reported that the Genovese family maintained five crews headquartered in New Jersey. Each was overseen by a capo, of course, and each of the four New York-based crews, this is right out of The Sopranos, about 40 soldiers and more than 400 criminal associates who were active in New Jersey.

    [1:21] They reported that the family operated in the northern New Jersey counties of Hudson, Essex, Union, Bergen, and Passaic County. They also had gained strength in Middlesex, Monmouth, and Ocean counties. Ocean, is that down in Atlantic City? I don’t have a map in front of me, so I’m not sure. The crime report stated that the Genovese family controlled the largest bookmaking and loan sharking rings in the New York, New Jersey metropolitan area. And the family maintained a strong influence on the Port Newark, Elizabeth, and Hudson County waterfronts. This report also identified the family consigliere Lawrence Little Larry Dentico as a person with the most extensive familiarity of the family’s New Jersey operations because he had been the top aide to the former consigliere and New York, New Jersey operations chief, Louis A. Bobby Mann. I did a show on Bobby Mann and Irwin Schiff and some of those plots, I don’t know, sometime in the last year, I believe. This 2004 report identified the five capos at that time in New Jersey, and they were Tino Fouimara, who died in 2010, Angelo Prisco, who died in 2017, Joseph Gatto died in 2010, Silvio DeVita, and Ludwig Bruchy, who died in 2020.

    [2:44] Now, Streaky Gatto, Louis Streaky Gatto, he was always the favorite money earner of Vincent de Chin Gigante. Before he was promoted to captain, his New Jersey crew was led by a capo named Peter LaPlaca until the mid-1970s, and that’s when Streaky Gatto took over the crew. Gatto was the boss of Bergen County with the help of his son, Joseph the Eagle Gatto. And his son-in-law, and a guy who keeps coming back in this thing, and who was his top enforcer, Alan Little Al Greco. I noticed a comment. Somebody said that he was really half Polish. I think his mother was Polish and his father was Italian. Somebody correct me on that in the comments, if you will. Controlled large illegal gambling, loan sharking, bookmaking operations in Bergen and Passaic counties.

    [3:33] These three guys used murder, violence, and fear to click on these rackets and control everybody who was a bookmaker. You couldn’t be, like Chicago, you couldn’t be a lone wolf bookmaker making money without these guys getting a piece of your action and working with you on it. They made sure that other rivals didn’t take advantage of somebody that was

    [3:55] under their protection. Gatto and Alan Greco, Little Al, were indicted on two counts of murder for the murders of Arthur Belli and Vincent Mastretti. They also were alleged to be behind the murders of a guy named Jack Handsome Jack, Ciaranella, Johnny Lombardi, and Peter Adamo. 1991-1990.

    [4:20] Streaky Gatto and Alan Greco were sentenced to 65 years. Streaky Gatto’s son, Joseph Gatto, was indicted on racketeering charges in the same RICO prosecution, but he only received 30 months. There was an appeal to that trial, and we learned a little bit about their brazen intimidation tactics, how it works. There’s a guy named Robert Belli, whose brother had had a gambling operation. His brother, Arthur Belli, was one of the persons in that RICO case that was murdered by Streaky Gatto. They called on Robert Belli to testify about the extortionate takeover of their gambling business. And he said that little Al Greco once told him, he said, things are going to be different now. And then shortly after that, Robert Belli’s hot dog truck was blown up and he was beaten by two men with baseball bats, typical mob extortionist takeovers of a small-time gambler, a bookie, a guy that had his own book of business, his own customers. As a result, he just gave it up. But he also testified that Belli disappeared and now we’re in trial for Belli being murdered by Streaky Gatto and planned on returning to the business just before he disappeared.

    [5:37] Now, in cross-examination, it turns out that he had been spoken to by somebody in the Gatto families because he all of a sudden starts agreeing with all the defense counsel’s suggestions, first of all, that the prosecutor paid him and pressured him, and all the local police and prosecutors involved in the case were corrupt. I’ll redirect. The prosecutor tries to show that Belli had become hostile to government and accommodating to the defense because he’d been intimidated. They asked Belli about a guy named Frank Sesta, who was known as Mo Brown. We’ll refer to him as Mo Brown. He was always known as Mo Brown. Belli stated that after defense investigators, Gatto’s lawyers and their investigators handed him into a meeting with the defense counsel, Mo Brown showed up and wanted to take him to the meeting. And then when he wouldn’t go with Mo Brown, Brown tried to pressure him into letting one of his associates drive him to this meeting and again to a pretrial hearing. He wouldn’t do it. He knew better than that. He took a ride with a government investigator. He did have to go meet with the defense counsel, of course. Anybody that’s going to be a witness against you, they have to make them available to the defense investigators and counsels, defense counsel, in order to do a deposition or just listen to what, see what they got to say.

    [6:59] He said Brown approached him and told him about a job interview. He said he’d take him to his job interview just before he testified at trial. He said Brown had discussed the case with him more than once and once said, isn’t it a shame that Little Al got 60 years in this case and he did get 65 years? And this all was coming out after they got their 65-year sentences, Little Al and Streaky Gatto. They just kept coming back. And then during the trial, the prosecutors got testimony from Belli that Moe Brown had been in the courtroom and standing directly in front of him several times and that he looked at him with an unhappy look.

    [7:36] Of course, they objected, the defense counsel objected to all that. They also introduced evidence that this Moe Brown was really closely connected to Streaky Gatto and Little Al Greco. They’d sent him into surveillance during the social club, the Lodi Social Club, and sent him with other people in the defendant’s gambling business. They also had a tape of a conversation between Louis Gatto Jr., Stryker Gatto’s son, and little Al Greco, talking about Mo Brown, that they were real familiar with him. So they connected Mo Brown to the Gattos and to Little Al Greco and then showed how he was then in court and was given the witness, the evil eye, the malokia, I think they call it, something like that was in The Godfather. And that he had tried to befriend the guy before he testified and told him about a job and tried to give him rides different places. They even mentioned that how…

    [8:39] They asked the witness Belli about three occasions during the trial when Al Greco had given him a look. One was before he testified, and Greco passed by him in the hallway, and he gave him a look. Defense has strenuously objected to this. It’s irrelevant, and you can’t really say that look was a bad look. The defense counsel strenuously objected to these points, but it was overruled. The second look came when Belli was in the back of the courtroom him waiting to testify, and Greco, Little Al Greco, just turned his chair around just to give him a look, and the third time was when Greco stood up and then turned over around and looked at Belli during the sidebar while Belli was on the stand. Prosecutor then asked Belli if Greco had ever looked at him that way before, and Belli said, well, he had. He said when he told him, Little Al Greco told him things are going to be different just before he beat him up, or had he beaten, And, of course, they strenuously object to all this. In the end, it did not do any good. In the end, little Al Greco still got his 65 years, and he didn’t get a new trial or anything.

    [9:45] A little story in regards to little Al Greco, the guy that was son-in-law to Strique Gatto and was right under him. It seemed like he was his main kind of enforcement guy, guy out dealing, maybe underboss, under people trying to, guy that deals with people on the street. He made a connection with a notorious New Jersey con artist and mob associates, Tom Giacomaro. They wanted him to come in and be a made man, supposedly, in the 80s. And, you know, he didn’t want it. He was independent. He knew better because once you come in, you know, they’re going to take everything from you. And he was quoted as saying, you know, I don’t want to kiss the ring. Everybody’s kissing Streaky Gatto’s ring, he said, except me. Jack Amaro was in the trucking business with two of Streaky’s crew, and they were making a lot of money. Streaky wanted to sit down. He wanted to bring this guy in because he was earning a lot of money. Giacomaro remembers that they met at Vesuvius in Newark. I mean, it sounds just like the Sopranos, doesn’t it? He described the table and how it went down. He said, Streaky sat at the head of the table with his sons right next to him, Joseph and Louis Jr. And his son-in-law, little Al Greco.

    [11:02] And Giacomaro remembered that Streaky was a skinny little guy who hardly said anything, but he said he had an ego big enough to suffocate the entire restaurant. Over again, little Al took care of the business during this lunch. He pitched Giacomaro on Friday. Him joining the family plan. And Streaky, during this time, he made a big production of putting some $100 bills between his knuckles. He held up his fist when the waiters came and they kissed his ring and took the bill and said, oh, thank you, Don Luigi. Thank you. During this lunch, he remembered that little Al once said, you know, we want to open the books for use. We got big plans for use. He knew what that meant. He knew he was then going to have to give him a percentage of his earnings and let them use his businesses to launder their money. Finally, he says, you know, Giacomaro says, I told Streaky and I told Lil Al, I said, you know, what can you really offer me with that? I don’t already have. He said, it was like everybody just quit breathing.

    [12:02] Just a dead silence fell over the table. He said he thought Streaky Yaddo was going to leap across his pastas and stab him in the eye with a fork. He didn’t, you know, he’s in a public place. And, you know, he would later say, you know, I was going to use them for everything they had, but never be one of them. You know, I’ll infiltrate their world all the way at the top if I can,

    [12:22] but I ain’t never being made because the only crime boss I want to answer to is myself. Joseph Gatto, Stricky Gatto’s son, was released in 1993, and he took over control of his father’s crew. He expanded the crew’s gambling operations and introduced, you know, brings it in the 21st century, so to speak, of the use of pagers and cell phones. And by 1999, he gets convicted again on some illegal gambling charges and took a plea deal. And at that time, he did admit that he was a capo of the Genovese family. You know, gambling is getting lesser, lighter sentences by then. He had a pretty light sentence. He gets released again in 2003. But a year later, he’s indicted in 2004 for running something called Catalina Sports, which is an offshore wire room in Costa rica bosley this thing was taking in 300 to 500 hundred thousand dollars profit per week and these gatos they were they were money earners that’s for sure that conviction gets overturned and you know by now 2005.

    [13:22] They did try him again in 2008. I don’t even know what happened. He’ll die in 2010. He’ll never go back to jail again. And nobody cares about gambling by then because it’s getting opened up all over the place. Streaky Gatto, who originally started talking about his father, died in prison in 2002. He never got out after he got that 65-year sentence from his RICO and murder convictions. So that’s a little bit about Louis Streaky Gatto.

    [13:48] And Carmine, thanks for suggesting that. So I hope y’all like this story. I hope y’all like my hat with my Gangland Wire logo on it. Talk to you later. Thanks, guys.
  • Gangland Wire

    Jerry Catena and the New Jersey Genovese Empire

    18.05.2026 | 29 Min.
    Retired Kansas City Police Intelligence Unit Detective Gary Jenkins sits down with returning guest Scott Deitch for a detailed exploration of one of the more understated yet influential figures in organized crime—Jerry Catena.

    Scott Deitch, known for his deep research and engaging storytelling, brings insight from his books Cigar City Mafia, Garden State Gangland, and his upcoming release Jersey Boss. The conversation moves from Tampa’s mob history to the inner workings of the Genovese crime family, with a focus on Catena’s calculated rise through the ranks.

    🔍 Episode Highlights

    Scott Deitch’s Mafia Journey Deitch outlines how he became one of the more respected voices in mafia history, driven by a fascination with overlooked mob figures and untold regional stories.

    Who Was Jerry Catena? A key but often underreported power broker, Catena rose during Prohibition-era influences and mentorship, eventually becoming a major figure within the Genovese hierarchy.

    Mob Influence in New Jersey & Tampa. The discussion connects Catena’s operations to broader organized crime networks stretching from Florida to the Northeast.

    Hollywood vs Reality. A look at how The Sopranos drew inspiration from real mob figures, including possible parallels to Catena and New Jersey crime families.

    Las Vegas & Gambling Operations. Catena’s involvement in early Las Vegas casino ventures reveals the mob’s hybrid model of legitimate business and illicit skimming operations.

    The Businessman Mobster. Unlike many of his contemporaries, Catena relied more on relationships and financial acumen than violence, aligning himself with figures like Frank Costello and Longy Zwillman.

    A Different Ending

    Catena’s relatively peaceful retirement contrasts sharply with the violent ends typical of organized crime figures.

    Personal Side of a Mob Figure

    Stories of Catena’s love for golf and generous personality add nuance to an otherwise complex criminal life.

    Tampa Mafia Tours Deitch shares details about his immersive mafia history tours in Tampa, offering listeners a chance to experience this world firsthand.

    Hit me up on Venmo for a cup of coffee or a shot and a beer @ganglandwire

    Click here to “buy me a cup of coffee”

    Subscribe to the website for weekly notifications about updates and other Mob information.

    To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here

    To rent ‘Brothers against Brothers’ or ‘Gangland Wire,’ the documentaries click here. 

    To purchase one of my books, click here.

    Transcript

    [0:00] Hey, welcome all you guys out there. It’s good to be back here in studio of Gangland Wire. I have one of my old friends here, one of my oldest friends in the podcast, Mafia podcast business. I interviewed Scott a long time ago. I went down to Tampa and went on his mob tour in Tampa. And we had a cigar before we went on the tour, and he’s got several really great mob books. So it’s Scott Deitch. It’s really great to have you back on the show, Scott. Yeah, it’s great to be back, Gary. And you missed the most important part of the Tampa trip was we made the bet on the Super Bowl. Oh, yeah. I had to send you something, didn’t I? You had to send me some Kansas City barbecue. Yeah, I had to send you some barbecue. I forgot all about that. Yeah. I’m like a Las Vegas gambler. I’m always talking about how much I won. I never come back and tell you how much I lost. Never notice that. Gamblers never talk about how much they lost.

    [0:59] So anyhow, Scott, you’ve got several mob books. You’ve been on the show before. Tell us a little bit about your background and the mob books that you have. I know you’ve got another one on the New Jersey mob. You’ve got one on the Purple Gang and a couple other things. You’ve got a Tampa book. So tell us about that and the titles of them. And guys, I’ll have the links to these books in the show notes. Yeah, so my first book came out in 2004, over 20 years ago. That was Cigar City Mafia, History of the Mafia in Tampa. I’ve written a book on Santo Traficante called The Silent Don. He was the last longtime boss of Tampa involved in CIA mafia plots and figures into some of the Kennedy assassination theories.

    [1:44] Garden State Gangland, like you mentioned, which is a first overall overarching

    [1:48] history of the mafia in New Jersey. I did Hitman, which is a look at the East Harlem Purple Gang. And then my upcoming one, among others, which is Jersey Boss, and that’ll be out in May of 2026.

    [2:04] Jersey Boss, the rise of Mafia power, Jerry Catena. Now, I’m going to get this question. Let’s talk about The Sopranos first. Let’s get that out of the way. Does this have anything to do with Sopranos? Was Tony Soprano based on this guy or somebody else that was connected to this guy, the Cavalcante family? So funny, because I was asked that a few years ago for the Star Ledger, the Jersey paper I grew up with. And there’s one of the guys that a lot of people point to as part of the inspiration for Tony Soprano was Tony Boy Boyardo, who was the son of Richie the Boot Boyardo. And Tony Boy was close with Jerry Catina. And in fact, Jerry Cattino was Tony’s, the best man at Tony Boy’s wedding. So Jerry Cattino himself is not really necessarily represented in the fictional universe of The Sopranos, but certainly people around there and this Tony Boy connection with some of the aspects of Tony Soprano are part of that. And he came up under Richie the Boot, Beardo. And Richie the Boot, he was immensely successful, financially successful. And Jerry Cattino was too. He must have learned well at reaching the boots, the foot at his knee.

    [3:17] Yeah. And even more so than Richie the Buddha was Longy’s Willman, Abner Longy’s Willman, who was really another major mentor to Jerry Catena. And really see as Jerry falls under the tutelage of Longy’s Willman during the prohibition era, he starts becoming more of a racketeer than a gangster. And that’s under Longy sees the value of legitimate businesses and investing. And in fact, I talk about it in the book, a lot of people don’t really know much about the New Jersey mob’s investments in Las Vegas. And Catena and Longy Zwellman started investing in Vegas in the late 40s. So, yeah, I think Catena was fortunate to have, or I say fortunate for him in his underworld career, to have mentors like Boyardo and especially Zwillman who steered him out of the purely criminal and showed him the value of the legitimate side of business.

    [4:14] The legitimate side of business with mafia rules. Absolutely. Yeah. I had somebody ask me, well, why don’t you go into business and do a podcast with one of these mobsters? I said, I’m not going to do business with a mobster. They got their own set of rules, and I don’t understand those rules.

    [4:31] I know the regular business rules, but I don’t understand those mafia rules. Jerry was, I see in some of my old notes here from way back, that he was close to Frank Costello, and that’s one of the ways that he got into gambling, and he was part of the Genovese family. So talk a little bit about those early days of Jerry Catena.

    [4:53] Yeah, so he’s born in Newark in Down Neck or the Ironbound neighborhood. Starts, I’d say, starts coming under law enforcement, screwing. He gets in trouble with the law around the prohibition era. He starts off as a truck driver, works his way up. He’s involved in illegal gambling at that time, then starts to get involved in the vending machine business. But he ends up becoming associated with members of the Genovese crime family. And along the way becomes very close friends with Frank Costello. After he’s made, oh my God, I’m drawing a blank, 46, he gets put under Willie Moretti’s crew. So he’s really becomes a core part of the New Jersey faction of the Genovese crime family. Interesting.

    [5:41] With that, I have to assume that he looked after their gambling interests down there as much as anything. Was that his initial focus, or was he more into extortion? No, gambling was definitely one of the—yeah, it was actually funny you mentioned hijacking. One of his earliest arrests was for hijacking trucks of cigarettes in the 1920s. Then he moves into illegal gambling.

    [6:07] He’s involved in bootlegging during Prohibition, but afterwards into illegal gambling. The other thing, he becomes very involved in the unions around the Port Elizabeth and the Newark Port area. And the interesting thing about Catena is even though he becomes associated with guys like Frank Costello and obviously Vito Genovese in the New York faction, he’s very much a New Jersey-based crime figure. So most of his operations are in New Jersey. Fort Lee, New Jersey at the time becomes a real hotbed of gambling. They have these nightclubs, places like Dukes. Jerry Coutinho becomes involved with that. Yeah, I would say it’s pretty accurate to say that illegal gambling was certainly one of kind of the primary revenue sources for him.

    [6:51] Yeah, and that’s more white collar crime. Now, he’s going to move on to going into legitimate business with the great A&P story, which is a great story. Whenever you’re ready, we’ve got to talk about that. Now, you mentioned about having the points in the casinos out there. We know that when Costello was shot, they pulled a piece of paper out of his, he had a piece of paper in his pocket that indicated what the take was on a particular day at the start. So was that, how did these guys from New York get into Las Vegas so early?

    [7:25] Longy’s woman starts going over to Vegas and probably, I think the connection there is Longy’s woman was close with Meyer Lansky. So Meyer Lansky, obviously out there with Bugsy Siegel, when they take over the Flamingo, the Billy Wilkerson deal, all that, then obviously Bugsy Siegel was killed. Meyer Lansky really gets his kind of foothold in at that time. Longy’s woman comes soon thereafter. after. And by the late 40s, early 50s, Jerry Catena’s there, involved in skim operations. And predominantly in the late 50s, after it opens, is the Fremont Hotel in downtown, which is still there on Fremont Street. It becomes really one of their major cash cows for Jerry Catena and his operations. And I’ll take a little segue here, because I think one of the really, interesting and important things about jerry Catena which differentiates him from a lot of the other mafia guys was he was very ingrained and embedded with jewish organized crime figures like long east women like abe green guys like that that are out of newark so his operations in vegas parallel a lot of the involvement of jewish gangsters in vegas as well so Catena really, takes a little bit of a different path than a lot of the traditional Mafio out of New York and New Jersey at that time.

    [8:50] What I find interesting, because like the Midwest mobs, they got into Vegas by guaranteeing getting these teamsters loans for non-Italians, front men, if you will, to build the casinos or make the existing casino bigger. But these early New York guys, I talked to an expert on that early development of Las Vegas. They said those farmers and ranchers in Las Vegas, they didn’t know how to run casinos. but the mob guys who’d had carpet joints, Frank Costello and Mayor Lansky and people like that, they knew how to run a casino. So those Jewish gamblers out of Cleveland, all those guys then moved out to help the farmers and ranchers that, that pull, had the strings of political power at the time and wanted to make money off the gambling and showed them how to run the casinos. Is that kind of how, would that be how they got in out there? Cause they weren’t guaranteeing teamsters loan at that point.

    [9:45] No. So yeah, you’re right about that too. And they’re bringing out that expertise of running these gambling operations in New York, New Jersey at that time. And it’s really the fortuitous timing as post-World War II, the tourism boom, Vegas starts booming, you get the entertainment, it all becomes this ecosystem that’s growing, keeps growing. And like you mentioned, later on when the Midwest guys come in, that’s when the Teamster Central Pension Fund, and they’re utilizing that. But so it’s interesting to see all the different ways that the mafia guys were moving in. There’s some other guys moving with the entertainment that comes over into Vegas as well. Yeah. Interesting.

    [10:22] So how did he, he didn’t just sit back and bring the money in. How active was he on the streets? Was he a street guy? If something needed to be done, would he go out and do it? Or did he hire somebody to do it? I guess would be my question. After Willie Moretti is killed, Jerry Catena takes over his crew.

    [10:44] That’s when he starts to become noticed not only in terms of respect and stature within the mafia, but law enforcement. He’s called in front of the Kefauver Commission in 1950. He’s called in front of the McClellan Commission in 59 again. And so as his star starts to rise in the 1950s, his friendship with Frank Costello, his relationship with Vito Genovese starts to grow. And in 1957, after Frank Costello is shot at, the famous shooting, The Majestic on the Upper West Side, that Vito Genovese becomes boss. He appoints Jerry Catena as underboss. And there’s a quote somewhere. I forget who was on a wiretap. And Genovese is there. I kind of wonder why Jerry was made underboss. And Genovese says something to the effect of this guy controls Las Vegas, meaning he’s a big earner. So he’s bringing in a lot of money to the family at that time. That’s when Coutinho’s stature really cements itself. Really? And I believe he was at Appalachian with Vito Genovese, too. Yeah, they’re in the same club. Which tells you right now his position in power.

    [11:54] Yeah, absolutely. Yeah, he stopped in the car. And I believe Bufalino was in the car as well with the same car. Oh, really? So he was a nationally known guy. By 1957, he was known all over the East Coast, for sure. And then in Las Vegas, too. So he was a mover and a shaker that kind of kept his head down, too. He’s not like Costello Genovese. He’s not exactly a household name. No. A lot of people don’t really know that name exactly. Yeah, and that’s why I wanted to do a book on him, because he’s a fascinating character, very influential, but not at the top 10 or 20 list of most mobsters. Generally, people know pop culture, and even in the mob world, he’s not as well-documented or as well-known. He must not have gone into New York and partied a lot.

    [12:43] He’s no John Gotti, was he? No, he did like nice restaurants in New York, but he stayed a little bit more under the radar, that’s for sure. Yeah. Interesting. Interesting. So tell us a little more about him. We’re up to 1957 and he’s got interest in the casinos. He’s been to Appalachian. He has solidified his position.

    [13:07] And we got that great A&P store extortion. What does he get into after that? There’s something else about the North American Chemical Company and detergent company that he’s muscled in on. So he becomes acting boss of the Genovese family after Vito goes to prison. That’s the argument I put forth in the book. And there’s a lot of evidence supporting that from wiretaps and stuff. He’s also getting much more involved in a lot of bigger legitimate businesses, gaming being one. But he starts investing in companies. One of these is this North American chemical company that you refer to. And they make this liquid detergent that is pretty caustic and not a lot of stores won’t carry it. So he’s trying to work with unions to pressure some of the major stores like A&P to carry this product.

    [13:59] Even though he’s the acting boss and he has a lot of close confidants and probably the closest Tommy Ebbely in terms of stature, although they don’t always get along. Jerry Catena really relies on his younger brother, Gene Catena. And he puts Gene in charge of this A&P thing. And rather than doing it the quiet way that Jerry likes it, Gene actually starts recruiting people to bomb A&P stores and actually results in the murder of a couple A&P managers of the stores that were refusing to stock this. And from a couple sources I spoke to, Jerry was pretty incensed about this and shooed his brother out pretty hard because this is out of character for kind of the way he was running things.

    [14:42] And then Gene dies in 1967 and the AP thing fizzles out after there. But I think it’s, yeah, because if you look at like the history of how Jerry does business, it’s very much an outlier in terms of just not only the outright

    [14:56] violence, but violence against people that aren’t involved in organized crime or the mob. What other business interests did he have over these years? I think probably one of the biggest that he gets into is Bally Gaming. And the name Bally, everyone knows the name Bally. It’s synonymous with gaming. They had their hands in fitness centers. They own Six Fleck and Bally’s still a big name, even though the Bally company now is basically Bally in name only, but let’s rewind back to the early sixties. Lee gaming becomes this really big manufacturer out of Chicago. It’s a subsidiary of Lion Manufacturing. And the owner of Lion Manufacturing dies suddenly from a heart attack.

    [15:36] And the company goes into a trust, a bank trust. But there’s a salesman in their Chicago office named Bill O’Donnell. And he sees the value in the Bally name. So he puts together an investment consortium to buy Bally. And he goes to his biggest distributor, which is a company called Runyon. And Runyon’s based out of Newark. And the three primary owners of Runyon are Barney Sugarman, Abe Green, who grew up one of Longy’s Women’s top men, and Jerry Catena. And Jerry was very involved in the day-to-day business of Runyon. So Jerry puts together an even bigger pool of investors, and they basically buy Bally. And this coincides with the introduction of an electronic version of a slot machine that Bally was manufacturing. Oh, really? So Bally really starts to take off. And the interesting thing about this, again, there’s not one other mafia guy in this investment group. Nobody from the Genovese family, no Italians. It’s a bunch of old Jewish gangsters and other affiliates that Jerry puts together for this investment. And one of the interesting things is as Bally becomes bigger in the 1960s, Jerry just starts making more and more money. You can see on wiretaps that he doesn’t really want to be boss anymore.

    [17:01] He’s really into golf. He just wants to not be boss anymore. But anyway, he’s involved in Bally. He sells his shares in the mid-60s because Bally goes public. But there’s an enormous amount of information showing that he basically sold his shares. But Abe Green and some others bought additional shares that were really Jerry. So he stole it as his hands in Bally.

    [17:27] Valley. Interesting. He’s one of those guys. I met this wet guy once. He had an auto theft ring. And I said, dude, if you would take your skills, your organizational building, your brains and put it into a regular business, you’d do all right. So Jerry’s one of those guys, isn’t he? Yeah, for sure. If he put all his enthusiasm and expertise and organizational

    [17:48] abilities into regular business, then he’d do okay anyhow. And one other thing during this time too, he still stills his illegal operations going he still has the skim and he was getting forty two thousand dollars a month in the early 60s out of the skin for himself person that’s a lot of money and that’s not counting all the other stuff and one of the other interesting things that i found out through researching this is he did not take kick nobody had to kick money up to him he was self-sufficient he let everyone keep their own stuff so he unless he was involved in it he never took an envelope from his other ones, because he didn’t really need to. He had so much of his own stuff going on. So it’s another kind of interesting little detail. Yeah, he was a much-beloved boss. He probably saved himself a lot of trouble by not getting greedy. Yeah, and it’s funny, because he was very aloof, like I said. He didn’t necessarily want to be boss. And you hear on wiretaps, like.

    [18:46] Shift to carload and people timey ebbly just complaining about him they’re like this guy’s really aloof he’s not in touch you can’t get to see him this but yet nobody tries to make a move against him because i think even though he probably wasn’t the most ideal boss in their eyes in terms of being hands-on they realize they he’s doing okay he was very well respected and well liked and i think that went a long way huh interesting that which which makes me wonder what uh how did And where was Vincent Gigante during these years as he’s slowly but surely moving up? He must be eventually getting come up in right behind, under Catena. Yeah, so Gigante’s in New York at that time. Tommy Eboli’s, like the head, oversees a lot of the New York operations. You have Benny Squint Lombardo, who’s powerhouse behind the scenes. And then Genovese dies in 69.

    [19:44] Catena takes over for a very brief period but he actually goes to prison in 1970 and not from being convicted of any crime he gets sentenced to prison for contempt because he gets brought before the New Jersey State Commission of Investigation and he refuses to testify, and they jail him for contempt for almost five years Five years? Wow Yeah, in fact it’s one of the longest sentences ever imposed on someone for contempt and he’s ultimately freed by the Supreme Court You can look up, there’s a Supreme Court decision. It’s Catena versus something. I have it in the book. But yeah, so when Catena goes to prison, then the Genovese leadership continues moving forward. Emily’s killed in 72, and then Gigantes starts showing up in the picture by then.

    [20:29] Yeah, and he’ll move on up. So how did Jerry then, he’s done five years in the pen. Man, now what happens after he comes back out? Is he assuming he’s placed or does he start easing himself out? Use that as an excuse to get on out. Exactly. You nailed it on the head. Yeah, within less than a year, he sells his home in New Jersey. He already owns a place in Boca Raton. So he goes to Boca and really starts fading back playing golf, but he still keeps his, I don’t want to say consigliere because he’s not considered the official consigliere at that point, but he’s still very involved and people have want, want to come for advice or guidance. They’re meeting with Jerry. He’s seen meeting with like Sam The Plumber, the Calvo Conte, and these other guys. And one kind of weird thing, in 1983, there’s a series of both federal and New Jersey State police, the org charts that you see. And Catena’s considered a consigliere at that point, but he’s probably at that point semi-retired. And by the mid 80s, he’s completely retired and steps back from business.

    [21:43] Interesting. And he lives basically one of the few bosses that just retires on his own accord. Yeah. He didn’t retire into the penitentiary. He had never really come out until he couldn’t really do anything when he came back out. A lot of them ended up like that. Either that or dead some way, one way or the other. And boy, he came up through the growth, the huge growth of the mob up 50s into the 70s in the New York families especially. They really exerted a lot of power and grew during those years. So he saw it all, didn’t he? Yeah, he was born in 1902. So, you know, by the time he’s a teenager in his 20s, Prohibition starts. So he’s right there.

    [22:28] You know, when he turns 18, Prohibition starts. He’s right there through his adult life. And he lives a long life. He dies in 2000 at 98 years old in Punta Gorda, Florida.

    [22:39] And pretty much his reign in his life is the 20th century. He pretty much bookends the 20th century. So you’re right. When he hits his prime, his 40s, 50s, that’s when the mafia is hitting their prime. They hit their prime with the political contacts and the concrete club and all the construction in Manhattan. They’re all making so much money. You mentioned political context. That’s another thing, especially in the 50s and 60s, is Catena is very politically astute. And the Genevieve’s family themselves, they’re tied in with the mayor of Newark, the police chief. They have a state assembly or state representatives on their payroll. He’s on wiretap or his associates talking about these politicians they have in their pockets. So he certainly played the political game as well. In your research, did you run across anything that kind of got his take on the purported meeting in, I believe, in Philadelphia between Chicago and New York or East Coast guys where they agreed to divide up Las Vegas for Chicago and Atlantic City for the East Coast?

    [23:47] No, because by the time that he got out, Atlantic City just started. He was fading away. But here’s an interesting thing, though. His name really starts popping back up in the papers around 1977 when Atlantic City legalizes gambling. The reason for that is because Bally makes a bid to be one of the early casinos. And there’s a whole bunch of hearings that Catena’s name has brought up in relation to his previous ownership of Bally. And what’s interesting is that up until the mid nineties. And again, Catena is long retired. He’s in his mid nineties. Every time Bali reapplies for their casino license, Atlantic city, there is a line in there. And I pulled it from the gaming control board that says Bali is not allowed to give any payments to any companies owned by Jerry Catena or blah, blah, blah. So even though he’s long retired, he’s towards the end of his life. They’re still wanting to keep Jerry Catena out of Bali gaming.

    [24:46] I have a long memory there in New Jersey. Yeah. When they were getting ready to do the casino thing, we happened to have a, what we called a LEIU, Law Enforcement Intelligence Units, Bi-Zone Conference. And what that meant was the Eastern Zone and Central Zone met. They met in Kansas City and a whole lot of New Jersey state troopers and a couple of guys from the, whatever the county is there, Atlantic City, from the prosecutor’s office. And a couple other intelligence people, they were like telling us all those precautions that they were taking trying to keep the mob out. They were really working like hell to keep the mob out. And they really never exactly got it done. And I remember talking about that even the mob will get an interest in… Transportation companies that bring people from New York. Yeah.

    [25:38] The gambling junkets were a big business. And to that point down here in Tampa, the Tampa guys had junkets out to Vegas. Same thing as they weren’t involved in Vegas, but they control these businesses and were bringing gamblers out there and taking a little off the top. Yeah, we had a junket out of Kansas City, and that was the guy that ran the junket. That was the guy that was bringing the skim back from the Tropicana. Oh, okay. Yeah, yeah. So that was the cover they used. he, they called him the singer. He had a reason to go back and forth to Las Vegas. And they talked about that, how nobody paid any attention to him because he already had a reason to go back and forth. Oh yeah, that makes sense. That’s smart. As you guys, they think about it, but I have to think about everything because they got a big brother breathing down their neck.

    [26:24] Absolutely. Scott, you got any other stories that you want to tell guys about it that are in the book and Tyson to go get that book? Yeah. So just a couple other random things that I found really interesting.

    [26:36] Jerry Catena’s name was in the newspaper a lot in the 1950s, but not for any kind of mob stuff. He was an avid amateur golfer, and he actually golfed in a lot of prestigious tournaments around New Jersey and then later in Florida. And then a couple of people I spoke to, one guy remembers being a caddy for him and saying how Jerry was a very good tipper or tip him with 20, 50 bucks back then. That was huge. A lot. Yeah. But he spent about as much time in the golf course as he did doing mod business. He was all the way up in, you know, up until his eighties, he was a avid golfer, which I thought that was interesting thing.

    [27:13] Yeah. The other thing, too, is really just how he shows up in these little different pockets of mob history a little bit behind the scenes. And I think the other really interesting thing about Jerry Catena is he was a very soft-spoken, everyone I talked to, people that knew him, family, his old attorney, never raised his voice, never lost his temper, very low-key, very… And it was funny, he’s a Neapolitan heritage, which a lot of the Genovese guys were. But if you look at pictures of him, he looks Irish because he had really light hair and blue eyes. So he looked like a stereotypical Irish priest in some photos of him. But yeah, he definitely was cut from a different cloth, I would say,

    [27:57] of most of those mob guys, for sure. Certainly, I think if you were to pick a family for him to be in would be the Genovese family, because they always seem to have more of those racketeers rather than gangsters, whether it was Frank Costello or Luciano or whatever. Yeah, interesting. No Joey Gallows in there. No, yeah, no.

    [28:19] Like the Columbos. All right, Scott DeGay, it’s really been great having you on. It’s an interesting book, and I’ll have links to all your books down in the show notes, guys. You might want to get that Garden State Gangland. Garden State Gangland, yep. Garden State Gangland to give you the bigger picture about New Jersey boffy stuff, as well as more of a narrow view of it with the Jerry Catina book. So I really appreciate you coming on the show. Oh, one other thing I forgot to mention, and Scott and I talked about this when we first got on, is he does a mob tour of Tampa all winter long. So you guys from up north that go down to Tampa or go to Florida over the winter, you need to go down there and take that tour. I actually have an example of the tour on my YouTube page. You have to go up there and maybe search on my YouTube channel for Tampa tour. And I think you can find it so you can see what you’re getting into. Yeah. Yeah. Tampa Mafia tours. We do them generally September to end of April. In fact, we’re recording this towards the end of April when we have our final tours. Nobody wants to be walking around outside in August. I can testify. It’s a great tour. It was a lot of fun. Thank you. Appreciate it. It’s a good thing to do in the winter too. Yeah. For when you’re up north. All right, Scott, thanks so much. Thanks again, Gary. Always a pleasure being on.
  • Gangland Wire

    Boston’s Mafia Rackets, IRS Wars, and Mob Secrets

    11.05.2026 | 28 Min.
    In this episode of Gangland Wire, retired Kansas City Police Intelligence Unit detective Gary Jenkins interviews Eddie Inserra about the Boston Mafia. He is the author of Confidence of the Mob: The IRS Agent Who Took down the Mob – Then Advised Them, a deeply researched account of his grandfather, Fred G. Pastore, a key figure in early IRS efforts to dismantle organized crime.

    Fred Pastore was part of the IRS’s early “racket squad,” targeting Boston Mafia enterprises. His work paralleled the groundbreaking financial investigations that helped bring down figures like Al Capone, demonstrating how financial crimes could succeed where traditional policing struggled. Then, he leaves the IRS and advises the Boston Mafia.

    Eddie recounts how he uncovered his grandfather’s story through a remarkable archive of family documents, photos, and recordings. These materials revealed a complicated dual life: Fred was both a relentless investigator and, later, a trusted confidant to certain Boston Mafia figures. This paradox sits at the center of the book and this conversation.

    A major focus of the discussion is the “pinball racket”—a widespread illegal gambling operation hidden in plain sight within bars and storefronts. Fred’s investigations exposed how these machines generated significant underground revenue streams for organized crime, particularly in Boston. Eddie details the innovative and often risky techniques the IRS used to infiltrate these operations, including undercover work within corporations like Raytheon, where illegal gambling rings had taken root among employees.

    The episode also explores the institutional challenges Fred faced. His aggressive tactics and unconventional relationships eventually brought him into conflict with IRS leadership and political figures, forcing his resignation.

    In a striking turn, Fred leveraged his deep knowledge of organized crime to advise former mob associates—highlighting the blurred moral boundaries that often exist in this world.   Eddie adds a personal dimension, sharing memories of growing up around his grandfather and describing the cultural landscape of Boston’s North End, where family, community, and organized crime often intersected.

    These stories provide insight into how relationships between law enforcement and mob figures could be shaped by proximity, respect, and shared environments.  The conversation concludes with a look ahead at Eddie’s upcoming podcast, which will expand on these themes through interviews with former IRS agents, mob associates, and others connected to Fred Pastore’s extraordinary life.   This episode offers a rare look at the gray areas of justice—where the line between hunter and ally becomes increasingly difficult to define.

    Check out the book: Confidence of the Mob: The IRS Agent Who Took down the Mob – Then Advised Them,

    Hit me up on Venmo for a cup of coffee or a shot and a beer @ganglandwire

    Click here to “buy me a cup of coffee”

    Subscribe to the website for weekly notifications about updates and other Mob information.

    To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here

    To rent ‘Brothers against Brothers’ or ‘Gangland Wire,’ the documentaries click here. 

    To purchase one of my books, click here.

    Gary Jenkins: [00:00:00] hey, are you wire tapers? Good to be back here in the studio. Gangland wire. This is Gary Jenkins, retired Kansas City Police Intelligence Unit Detective. Glad to be back in the studio. I have a man on the line who’s written a really interesting book called Confidence of the Mob, the RIRS agent who took down the mafia and then advised him.

    So that’s what’s interesting about this. Here’s a man. The, it was part of the early racket squad with the IRS intelligence who were the guys that went after the mafia and in all the different cities, most famously in Chicago, and took down Al Capone, and he ends up in a conflict with his bosses over informant and then.

    He goes into business as an accountant and ends up advising Jerry Angelo and some and childhood friends, really. ’cause he grew up in the north end of Boston. So this is his grandson Eddie and Sarah. Welcome Eddie.

    Eddy Inserra: Hey, thanks Gary. Glad to be here.

    Gary Jenkins: All right guys. Now there’s the book and I’ll have [00:01:00] links to it in the, the show notes as well as you can see the book over Eddie’s right hand shoulder there. You’ll get it. Now. First thing I wanna bring up about this book, Eddie, is I’m gonna ask you a little bit about how you got into this, but about this QR code you have in there, guys, there’s a QR code in there.

    I don’t know, about a quarter of the way in. Tell us about that and what was your idea to do there?

    Eddy Inserra: Yeah, so the QR code takes you to our website, which is it links to confidence of the mob.com. And this project started off as me interviewing a bunch of people about. My grandfather’s story. So I have all these audio clips, I have all these documents that I found in the box that my mother gave me that really had my grandfather’s complete career in there.

    So it’s more of a evidence-based website where if you scan that QR code, you can access some of the documents. Listen to some of the clips by the book, just learn more about the story overall. So it’s, the QR code is meant to be interactive, so you can take from what’s on the book into your phone and just explore more, [00:02:00] right?

    Gary Jenkins: Really interesting that with the new internet and you can do so much more and make your, what used to be just a hardcover. Paperback or hardcover piece of, a bunch of papers together and you can go onto the internet and you can find so much more with really not that much effort and a little bit of effort on your part.

    I know that I did something like that with a book I did. And it is a little bit of effort, but it’s not as much effort as is really, I think for that to further instruct people, teach people what that life was like for your subject. ’cause that’s what you’re trying to do, is you wanna tell people what.

    Your grandfather’s life was like, and so that’s I think it was just ingenious of you to doing that. I haven’t really seen that. I don’t think there’s probably other books that I didn’t notice, but I had not seen that before. Anyhow Eddie, let’s let’s go back. You’re the grandson.

    Fred g Pastor, tell us how you got into this, your earliest memories of this. Did you know your grandfather when you were a little kid and probably didn’t get the stories you wish you’d gotten? More than likely [00:03:00] I’d have him. But tell us a little bit about that.

    Eddy Inserra: Yeah, so he actually passed away when I was eight years old, so I got to know him for eight years.

    He passed away in 1988, and then, I knew my grandfather was always, when you see your grandfather, he is always happy when you’re, a little kid. One side of him, always happy, generous smile on his face, always laughing. Typical grandfather give you candy when no one’s looking.

    Things like that. So typical grandfather, I found out later on that his life was much more complex than I had thought. And when I was younger, he had an office. So I’d go into the office and I’d, everybody would be doing accounting work. He’d have probably about, he had about six or seven employees, maybe more at some, sometimes I’d go into the office and I’m just a kid running around the hallways and sitting at the desks.

    My father worked there as well. And yeah, I’m just watching them push papers and write down numbers and stuff like that. So I didn’t think it was too, I thought it was pretty boring. It was cool, but it was boring. But later I found out much more about him.

    Gary Jenkins: Interesting.

    Eddy Inserra: Yeah.

    Gary Jenkins: So later on in life, how did you stumble [00:04:00] across this whole dualistic life He had in a way I would maybe dualistic not at the same time but these two careers that he had how did you stumble across that?

    Eddy Inserra: There was a box that my mother had in her attic, and it was a, an old Florida citrus oranges box carton and overflowing with papers. And she, about 10 to 12 years ago, she gave it to me and said, Eddie, I want to give you these documents that your grandfather’s documents. I don’t know what’s in them, but there yours now.

    So I said, okay, great. And I pulled out a couple of documents and I looked at them. One was like an accounting ledger. E exactly what I expected. Some, some numbers and things like that. And I put ’em back in the box and I said, lemme put this on the shelf and I’ll take a look at the other documents some other time.

    So a couple weeks later, I go back into it and I pull out some papers and I start seeing profiles for big names and organized crime that I had heard of in the past. Jerry Angiulo, Raymond Patriarchal profiles on Racketeers Bernie [00:05:00] McGarry, doc Gansky, all these huge. Folklore names from Boston gambling and numbers and mafia times from the 1950s to the 1960s.

    I started piecing it together and I said and then I find a telegram in there to, to the White House Bobby Kennedy and JFK from my grandfather saying, I need to meet you at the White House right away regarding this Bernard Goldfine case that I’m working on. And I just started piecing this together and I said whoa.

    I never knew anything about the IRS side, but. He was really the tip of the spear. You mentioned like Elliot Ness, Al Capone earlier. It was the same sort of division, the intelligence division that he was working in, but he was in the Northeast District and it was, this was obviously after Capone that era, but next generation of, racket squad leaders, and he was the tip of the spear in Boston and the FBI didn’t have jurisdiction at that time to go after these racketeers.

    It was the IRS at that time. Later on, after he switched sides, so to say the FBI took over, but at that time, the IRS was the [00:06:00] potent weapon against these racketeers. So I’ve got all his documentation on investigations, case notes commendations it’s just really a treasure trove of, his whole career.

    And I pieced this together over years. There’s hundreds of documents, had to put a timeline together.

    Gary Jenkins: Really.

    Eddy Inserra: You’ve done investigative work, you know how that stuff works and I didn’t know anything about it, so it was just complete disorganized mess and had to pull it all together. Yeah.

    Gary Jenkins: The first thing you have to do is get a timeline.

    Eddy Inserra: Yeah.

    Gary Jenkins: That is paramount. When you’re doing something like that, you have to get a time. In order to keep things straight. Otherwise, it just becomes a, it’s just, you can never get it straight in your mind. Interesting. You know that the IRS back in the day was the premier organization that, that and the the the Federal Narcotics people were the ones that went after the mafia, whereas the FBI wasn’t, and you know what people don’t understand about the IRS many people, the IRS is just this big, huge. Organization that’ll come down on you when you [00:07:00] cheat on your taxes. But it’s really two divisions. There’s a civil division, but then there’s this criminal division, which was called the Intelligence Unit for a long time.

    And then I think your grandfather what I read in your book was he went into some special squad within the intelligence division called the Racket Squad. Is that right?

    Eddy Inserra: Yeah, that’s correct. The Racket squad was a specialized division inside of the Intelligence Division. Okay.

    Which only went after high profile Racketeers. And there was even an old TV show if you go on YouTube and look up Racket Squad. Yeah. There was a TV show about that. Yeah.

    Gary Jenkins: I remembered. I think no, it was gangbusters on the radio, but Racket Squad was on tv. Interesting.

    Eddy Inserra: Yeah.

    Gary Jenkins: So he grew up with a lot of the mobsters in the Boston area.

    Correct.

    Eddy Inserra: Correct. He was born in 1919, the same year as Jerry Angiulo. They were the same age which you’ll hear that name a lot and a lot of your listeners know. Jerry Angiulo was the under boss of Raymond Patriarch in Boston. And so they grew up right across through the bridge.

    [00:08:00] So Fred grew up actually in East Boston and Jerry grew up in the North end, and I confirmed that they did know each other when they were kids. I don’t know how deep that relationship went, but they did know each other when they were kids. And there was another man who ended up becoming partners with Fred later on in his post IRS career who he grew up with named Guy Spano.

    And he was also in East Boston at that time, and they were all this they knew each other,

    Gary Jenkins: interesting. Fred, knowing all these people, he knows about the bars and stuff and I noticed one of the things that was interesting, one of the things looked like early cases.

    He went after the pinball racket. Guys back in the day, every corner store bars, they all had pinball machines and they were a great way. To launder money and get all this cash money in and not pay their taxes on kinda like a cover charge that strip clubs get today. Whether there’s a way to, to get line cash money in that didn’t really go through the cash register.

    Tell us about that pinball racket.

    Eddy Inserra: Yeah, the pinball racket was a big deal back then. There was a lot of paperwork in [00:09:00] his box about that. There was a map that he had inside that box that showed all the different places he was raiding in Massachusetts just for the pinball machine. Pinball machines and the pinball machines back then were a game, not a game of skill because they didn’t have flippers on them.

    So the flippers that, that came on later, then it became a game of skill and it wasn’t actually just throwing your money away and gambling, so to say. So they weren’t able to go after them after they added flippers to the machines. But before the flippers interesting.

    Gary Jenkins: Yeah, I did, I didn’t really realize that I saw one of those when I was.

    You my late teens over in Kansas City, Kansas, and now I didn’t really realize what the deal was. What it was if you play it so much and get lucky and your ball goes to a certain place, then you win. But if it doesn’t and there’s no way to have it, is all pure luck. That’s the difference.

    I’ll be darned. I never thought about that. Interesting.

    Eddy Inserra: Yeah.

    Gary Jenkins: Of course from then, that’s gambling and that’s where the money is. So he [00:10:00] continues on going after mobsters, Italian mobsters in that area of the country in organized, more organized gambling. So tell us a few of his other organized gambling investigations.

    Eddy Inserra: Yeah, he went after the Italians. He also did go after a lot of the Irish too that in his paperwork too. Wimpy Bennett, Walter Wimpy Bennett. There was a lot of, in Jewish DKI, like I mentioned. Yeah, a couple other too but yeah, one, one big investigation that really put him on the map was.

    The Raytheon investigation. Raytheon we know as a big defense company and they’re headquartered in Massachusetts. They always have been, I don’t know if they still are, but they have been up until a few years ago. But huge corporation and during that time was the Cold War. So they’re supposed to be building missiles, but they called the IRS saying, Hey, listen, we’ve got a problem.

    Our production, our manufacturing floor, everybody’s supposed to be working, but. They’re all not on the floor and they’re gambling somewhere. We don’t know where, we don’t know the root cause of this syndicate, but it’s in all of our buildings and people are consuming their time, playing the [00:11:00] daily numbers, betting on sports, all kinds of stuff.

    And they couldn’t really get to the root of it to root it out of the system. So they called the IRS, they assigned Fred, my grandfather to the case, and he took the lead. He ended up sending a bunch of his agents in undercover as janitors, and they had to go through the whole process, the whole hiring process as a normal, employee would try to get hired.

    So they’d have to submit an application, go through the test, all that stuff. Because the, it was just so embedded in Ray Raytheon that someone would. Tipped them off. So he got a bunch of these janitors in and they ended up finding out that the, there was long lines going to the bathroom all day long.

    And that’s, they were making the bets, taking the bets in the bathroom stalls in multiple locations. They rated them all at the simultaneously and they got a bunch of leads after that for more mafia stuff, but it was a big mafia gambling syndicate embedded in the US government sort of defense contractor.

    So that got him, that was on the cover of the newspapers. It was in. Magazines. It was a big deal. [00:12:00] So

    Gary Jenkins: Interesting. After that is that he gets crossways with. His bosses and with the US attorney’s office eventually. Was there any other cases I see on the headline here, Pastore names Paul’s, me and politicians behind the bookies.

    So how did he get into to finding who the bookies were paying off?

    Eddy Inserra: So he, he had an undercover confidential informant, I should say, who was giving him a lot of information. And we were real in the book. Who that was, we didn’t know at the time. Nobody in my family knew until a few years ago, and that’s, we’re talking 60, 50, 60 years ago.

    And even the president and RFK at the time wanted to know his confidential informant. So Fred was getting some really good information. They didn’t know where it was coming from. And Fred had made a deal at the time with Eisenhower and the chief of the IRS that. He’d keep this confidential informant on his, on the payroll, but the only people that would know about it was Eisenhower, the chief of the [00:13:00] IRS under Eisenhower and Fred.

    And then JFK came in, RFK came in as the Attorney General and they wanted to know whose confidential informant was and he would never give him up. So that, that caused some tension between Fred and RFK. Before that there was another case. With a man called Frank Aya. I don’t know if you’ve heard of him, but he’s out, he was out of Worcester part of the, actually, gen Outta Worcester.

    Yeah, outta

    Gary Jenkins: Worcester. Okay.

    Eddy Inserra: Yeah. Part of the Genovese faction so New York, but I, their territory went all the way up to Worcester. And the FBI was actually investigating him for the Brinks robbery in Boston.

    Gary Jenkins: Oh,

    Eddy Inserra: really? At the time. So they were looking for leads because they had understood that one of the guys was from Worcester.

    They’re, they assumed so they went interrogating him, and he said no, I’m not a criminal. I’m just a bookmaker. And as soon as he said that I guess Hoover didn’t want anything to do with Bookmaking at the FBI. So they just threw their hands up and they threw it at the IRS and [00:14:00] that fell in my grandfather’s lap.

    And so he started digging into IAC and he, he actually built a case against him. He ended up going to jail. But during that process, when he was investigating Ioni, Ioni gave up another man. His name was Bernard Goldfine. Wasn’t in the mafia. He’s a big businessman. He owned all these textile manufacturing companies.

    And he kept getting the contracts for all the US government, military uniforms every year. So no one else would ever win. And my grandfather exposed that there was some bribery and corruption going on. Between him and Eisenhower’s chief of staff named Sherman Adams.

    Gary Jenkins: Yeah,

    Eddy Inserra: I

    Gary Jenkins: remember, I remember that.

    Sherman Adams he went down. I remember that.

    Eddy Inserra: Do you remember the Una coat? That’s what that was the big

    Gary Jenkins: thing. Yeah. I forgotten about that. Somebody gave me this Una coat. I never was sure what a Una coat was, but yeah, I forgotten about that. The Vicuna code and he and everything, they found all these papers that be.

    For Eisenhower to four eight C, it’d have to say [00:15:00] KSA Sherman Adams. That was a big deal. While he was spooning feeding Eisenhower all the, anything that he wanted to have.

    Eddy Inserra: Yeah. That’s funny you remember that because that’s, yeah.

    Gary Jenkins: Yeah. That was huge at the time in the fifties.

    Eddy Inserra: Yeah. For some reason, he bribed him with a lot of things, hotel rooms, cash, all these things.

    But the Vicuna code, for some reason, stuck in the media, and that was my grandfather’s work, was exposing that and yeah. That was a big deal at the time and after he exposed that and with him not giving up that confidential informant. RFK wanted Fred out of Massachusetts.

    Pretty much out of the cross heads. We can get into that if you want, but yeah that’s the next

    Gary Jenkins: thing. What would he want? We, because Kennedy’s of course, were Boston area, new England based, and a lot of their people probably could then get in trouble with because of Fred Pastore and his bulldog attitude towards enforcing the law.

    Was that the deal?

    Eddy Inserra: Yeah, Fred would follow the money. I know that’s a common thing, but he really would follow the money. And from what I [00:16:00] understand, I wasn’t there, I didn’t live at that time, but from what I understand, he followed the money and wherever it led him and that led him right up to the White House.

    You know how politics are there, it’s a dirty game. So I’m sure that might’ve been someone who gave money to the candidate, maybe even the same guy, Bernard Goldfine or somebody. And if Fred dug that up, they could get. The same treatment Sherman Adams did.

    Gary Jenkins: Yeah. Yeah.

    Eddy Inserra: They wanted Fred out of there.

    Yeah.

    Gary Jenkins: So what happened then? They it seemed like they, they repressed him to reveal his informant or something like and he ended up, either I quit or, I have to give up my informant. Is that, was that what it came down to? Hobson’s choice like that?

    Eddy Inserra: Yeah, it came down to that. They tried to actually reassign him to Syracuse. New York was really, it was a demotion in pay and in actually title as well. So he would’ve been brought down. He wouldn’t have been in the rack racket squad. He would’ve been down to a special agent again, and would’ve been a step backwards and they would’ve had him out of the mix in Boston.

    And that’s really what they wanted to accomplish is silence Fred. Yeah. [00:17:00] So he was faced with a decision, do I take that demotion and that’s the end of it, or. Do what he actually did, which was, took him back to his up upbringing in East Boston. Tough poor kid when you actually have to face the bully, I think.

    And that street grit that he actually said no. You know what? He held his own press conference in downtown Boston and he said, I’m resigning from the IRS today. And I’m opening up my own tax fraud defense firm right across the street. He wanted to view them out the window every day. He had a chip on his shoulder.

    And so he ended up advising the same kind of people and some of the same people that he was previously going after at the IRS. And he was like a super weapon for those guys because he knew all the legalities and the loopholes and how to structure your businesses and things like that.

    So

    Gary Jenkins: yeah, I noticed there was like a Fred Angiulo was that Jerry’s brother then.

    Eddy Inserra: I don’t know if there was a Fred, if there

    was

    Gary Jenkins: a wonder. I thought it, it was Fred. I may have got [00:18:00] that name wrong, Nick in the Nick in my head, because your dad, your grandpa’s name was Fred Pastor. But anyhow, there he defended Angiulo and some of their people, he, he knew everybody went to North End at eight and, they were socially compatible, if you will.

    So tell us a little bit about that, what you learned about those, that part of his life.

    Eddy Inserra: Obviously post IRS career, I learned that from my mother and other people, that on the weekends Fred would go on Friday night. Him and his his daughter whose youngest daughter is Charmin, which is my mother.

    Oldest daughter’s, Pam and my grandmother is Nina. And they would go into Boston to the north end and they’d go down there for, to go to the bakery sit out front. The women would sit out front eating pastry, and Fred would go out back for about 15 minutes and. To me it was him giving advice maybe face to face.

    To, to Jerry and he’d come out 15 minutes with a paper bag from what I’ve heard. And and that would be it. Then they’d go to the fruit market and then they’d go home and they’d go out to Stella’s. [00:19:00] Restaurant in the North End on Fleet Street at the time, which is a famous spot.

    Even, JFK, they used to go there. But it was a real famous spot. Fred would be there a lot with the family. And on the weekends my mother remembers. So the Injus, by the way, Jerry and Jula, there was five brothers who really ran their empire together. But Jerry was the head of it and the genius with numbers.

    And he shared that with Fred. They both had a genius with numbers. So that was some that was interesting. And Nick would, his brother Nick would go to Fred’s house on Sundays, and my mother would call him Uncle Nick. He’d always bring something. One time he brought a pet dog for them. They had a dog, and he’d bring all kinds of gifts and they always saw the nice side to these people.

    Even in the office, when I went to the office and I met a couple of these people when I was young, I didn’t know who they were, but I, you’d always see the nice side because.

    Gary Jenkins: Yeah,

    Eddy Inserra: Fred was the golden goose helping them keep their money, but most importantly keeping them outta jail. So

    Gary Jenkins: interesting.

    Huh? That’s a, that’s quite a career switch. [00:20:00] The were you in 98 Prince Street? The famous 98 Prince Street. I went to the north end, went around, took some pictures and stuff. It’s nothing like it, it’s described, but back in the day, other than, it’s really cool, those little narrow brick streets and restaurants and everything.

    Talk about the north end over there.

    Eddy Inserra: The north end is that’s the Italian enclave of the city. Boston has different enclaves, different cultural enclaves I should say. And the North end is the the Italian, it actually was the was the Irish before the Italian. So a lot of people don’t know that.

    But I didn’t know that. The Italian section, and that’s where there’s, world class Italian food restaurants, every 10 feet. And. It’s a tight knit community. Everybody knows everybody especially back then. So you walk down the street, you’ll see people hanging on the corner and if when you’re, when you were a kid you’d go get your fireworks there at the park and, illegal fireworks and get whatever you want.

    But yeah, 98 Prince Street was where Jerry ran his sort of headquarters out of there and they called it the doghouse. That was, [00:21:00] they knew they had eyes looking out for them as well being there. So the whole neighborhood was really looking out for them. And eventually the FBI caught them by wiretapping a vehicle up front.

    Yeah. So inside. But yeah, it’s really tight knit Italian. If you come to Boston, I really recommend you go, especially if you want to eat some nice food and see how this still some remnants of how it used to be, like you said, those brick roads and things like that. It’s pretty nostalgic and interesting.

    Gary Jenkins: Yeah. Yeah, it’s really cool. I’d highly recommend any of you guys. You go out to, you, go to Boston, go to the north end and eat and just walk around. It’s really nice, although it’s pretty busy on the weekends, so a lot of people down there, man and some of the restaurants, there were long lines to get into ’em around dinnertime.

    Eddy Inserra: Yeah, try if you can make a reservation, try to, if not.

    Gary Jenkins: Yeah. Yeah. Good bakeries too that the nicer places. I can’t even remember the names of ’em now. I had ’em that day. But anyhow, so I have to, I’m gonna flip back just a little bit. I made a jotted down a note [00:22:00] about Frank, the cheese man c Chiara, who was at Apple Lake.

    He did he who was the consigliere, I think for Patri arca. I believe your grandfather went after him or had some dealings with him. Do you remember that?

    Eddy Inserra: Yeah, he, there was some documents in the box about him and they were telling him he was definitely the concierge for arraignment at the time.

    And there were documents that Fred’s team was actually tracking him. They were watching him, he was going to Cuba back and forth to Cuba at that time. And so they thought he was moving money or just setting things up with a casino and things like that down there. They couldn’t, I don’t know if they actually got him to go to jail.

    I don’t remember if they were able to prosecute him, but they were checking him at the airport. I remember they checked his passport. But he was the, he was a money man as well, so he was known to be like the bank at that time.

    Gary Jenkins: Did did your grandfather have any trouble?

    His own troubles with the IRS af? Did they come after him or try to go after him at any point in time? Later in his career? Usually they [00:23:00] do. Yeah. They could be pretty vindictive. I’ve seen it here where an FBI agent then becomes a white collar crime lawyer. And boy, I tell you what, his old buddies, he was, they, he, a friend of mine went like that and he was surprised.

    He was shocked how p how his old friends from the bureau treated him. So did he have any problems like that?

    Eddy Inserra: In fact, he had a big problem like that as soon as he wouldn’t give up, his informant’s name. That became a problem actually. The the FBI called him in one of the documents that I have.

    It’s a memo that he wrote right after he came back from the FBI interrogating him. So he was told to report to the FBI in Boston by himself. And this was from his IRS superiors that say that, they want you over there, you gotta go talk to them. And so he went over there. And there was two agents in the room with Fred and they interrogated him asking if he had taken bribes at all.

    Yeah. And Fred used he, he outwitted them saying, I can’t say anything. This is an on ongoing investigation. If he, if you want me to say anything about this, you’re gonna have to get my [00:24:00] superiors to sign off on this. And, whatever the process was. And he felt like it was unbelievable because he said, who’s accusing me of this?

    They wouldn’t tell him. But eventually he figured out that it was this textile manufacturer that I mentioned earlier, Bernard Goldfine, his sort of right hand woman, her name was Mildred Paperman. She had she’d already been convicted and so was Bernard Goldfine, but they had said that Fred was taking bribes from them.

    So they’re taking this information from convicted, felons. And she said she had proof of it. So she had a check made up to the initials, FGP and who else, that’s Fred’s initials. Yeah. Fred G passed story. So Fred started laughing when they pulled that out. He said, do you guys have any idea who this is?

    It’s not me. And it was for Maine Senator Frederick g Payne, with the same initials. And that was easily documented in his paperwork that he was accepting bribes from gold mines. It’s really interesting how he outsmarted them [00:25:00] and I guess they didn’t do their homework good enough, but, they went after him hard and even after he left the IR Rs they tried to, I think one of, one of the documents says you didn’t report $2 of your tax income or something like that. Just busted his dogs. Oh my

    Gary Jenkins: God. I’m in a heap of trouble then.

    Eddy Inserra: Yeah. But the thing that he did have.

    And I, I can’t say it for sure, but he did have, in his back pocket, was a list of police and politicians that did take bribes. And that’s what up in, in that newspaper behind me, he was supposed to release this list. There was the media believed that he was gonna release these names during his press conference.

    He didn’t, and I believe that was an insurance policy that he kept in his pocket to keep them away. That’s my belief. I can’t confirm that, but that’s my sort of theory on that. Yeah.

    Gary Jenkins: Yeah. I tell you what in Boston, greater Boston, that area, having a list of policemen and politicians that have been taking bribes, that’s like shooting fish in a barrel.

    Just take out about 10 out and name the rest.

    Eddy Inserra: I tell you what, [00:26:00] I do have that list. It was in the bar.

    Gary Jenkins: Oh, do you? Oh really? Yeah.

    Eddy Inserra: Yeah. Is

    Gary Jenkins: that gonna be on your website? Is that gonna be on your website or are you just keeping that to yourself?

    Eddy Inserra: I thought long and hard about that, and I don’t think it’s fair to ruin or tarnish any family or anything like that.

    So I, that’s not gonna come out.

    Gary Jenkins: Yeah. Interesting.

    Eddy Inserra: That has nothing to do with me. That’s not my,

    Gary Jenkins: I, I’d have to agree with that, that those were different times, different days. Yeah. And there’s no use hurting in what would be innocent people today with that kind of information, especially Boston seemed like it’s a.

    A small community in, in, in a way, it’s not like New York where you’re spread out over all these boroughs and Los Angeles, where you’re spread out over, 25% of the state. It’s more like Kansas City, more like a small area that is Boston. And so a lot of people, everybody knows each other in some manner.

    Eddy Inserra: Yeah exactly. Couple of degrees of separation if that.

    Gary Jenkins: Yeah.

    Eddy Inserra: Yeah.

    Gary Jenkins: Interesting.

    Eddy Inserra: Yeah.

    Gary Jenkins: All right, Eddie and [00:27:00] Sarah, confidence of the mob, the IRS agent who took down the mafia and then advised them. So a really interesting book. Guys. I’ll have links to the website or to the Amazon page where you can buy this book.

    I’d highly recommend you buy it and when you do, go in there see, I don’t know, it’s about a quarter of the way in and find that find that QR code and. Go to that website and listen to some, I listened to a couple of three of those interviews. Really interesting stuff. That off the stuff that you can’t get everything in, but it’s interesting.

    I understand about that.

    Eddy Inserra: Thanks Gary. Yeah. That’s a upcoming podcast. We’re gonna have all full interviews and all that stuff with all. Oh,

    Gary Jenkins: Are you gonna do one yourself or with somebody there in Boston?

    Eddy Inserra: We’ve, it’s not gonna be a live podcast. It’s actually a bunch of clips thrown together.

    So it’s, oh,

    Gary Jenkins: I see.

    Eddy Inserra: Okay. Yeah we put it all together. It’s taken a couple years, so far, 12 episodes. We’ve got IRS agents in there, mafia members. We’ve got Fred’s ex clients and family. It’s really interesting. So you can check [00:28:00] that out on the website.

    Gary Jenkins: Yeah. When is that coming?

    Eddy Inserra: So we’re shooting to start releasing the end of May. So last week in May. Okay.

    Gary Jenkins: I love board. I always need another podcast to listen to myself.

    Eddy Inserra: Yeah. Yeah. Only gonna be one season. It’s not gonna be a multiple season thing.

    Gary Jenkins: That, that was my next question. It was gonna be a limit limited edition, if you will.

    Limited season. You’re not gonna keep going year in and year out like I do.

    Eddy Inserra: Yeah, no, there’s not enough content, but we’ll do behind the scenes and we’ll do some live stuff in Boston and things like that. Yeah. Okay. If anybody knew Fred or of him, please contact me too on the website. Okay. Love to hear about.

    Gary Jenkins: All right. Great. Alright Eddie and Sarah, I really appreciate you coming on the show.

    Eddy Inserra: Thanks, Gary. Great to meet you.
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Gangland Wire Crime Stories is a unique true crime podcast. The host, Gary Jenkins, is a former Kansas City Police Intelligence Unit Detective. Gary uses his experience to give insigtful twists on famous organized characters across the United States. He tells crime stories from his own career and invites former FBI agents, police officers and criminals to educate and entertain listeners.
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