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

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[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 ...