The Smaldone Family: Denver’s Hidden Mafia Legacy
06/02/25 • 20 min
In this episode of Gangland Wire, retired Kansas City Intelligence Detective Gary Jenkins takes listeners deep into a lesser-known corner of American mob history—Denver, Colorado. While most think of Denver as a gateway to the Rockies and a hub for skiing, few realize it also served as the long-standing stronghold of the Smaldone crime family.
Gary uncovers the roots of organized crime in southern Colorado, beginning in Pueblo, where early mobster James Coletti, a one-time associate of the Bonanno crime family, helped lay the foundation. He and the infamous Carlino brothers, including Pete Carlino—dubbed the “Al Capone of Southern Colorado”—dominated bootlegging during Prohibition and attempted to expand northward. But peace efforts failed, and bloody gang wars soon erupted, culminating in drive-by shootings, betrayal, and ultimately murder.
From there, the story shifts to Joe Roma, Denver’s would-be peacemaker and one-time crime boss, whose 1933 assassination created a power vacuum. Into that void stepped the Smaldone brothers—Clyde (“Flip Flop”), Eugene (“Checkers”), and Clarence (“Chauncey”)—who would dominate Denver’s underworld from the 1940s through the 1980s. Their North Denver restaurant, Gaetano’s, became both a community staple and a notorious mob hangout.
Gary details the family’s criminal enterprises, from gambling, loan sharking, and bootlegging to jury tampering and racketeering, including the high-profile 1953 gambling raid that brought federal heat. But the Smaldones weren’t just feared—they were admired by many locals for their generosity, community involvement, and quiet acts of charity. They donated to orphanages, covered college tuition, and ensured no one in the neighborhood went hungry, blurring the line between gangster and good neighbor.
The episode also explores the Smaldones’ national connections, including partnerships with mob bosses in St. Louis, Detroit, and Chicago. Gary breaks down their Las Vegas Riviera Casino skim, in collaboration with Anthony Giordano, and how FBI wiretaps and surveillance exposed their involvement in one of the Mafia’s most lucrative rackets. Figures like “Fat Willie” Villano, a nephew of Checkers, handled casino marker collections, sometimes doubling as muscle for overdue debts.
As always, Gary brings a thoughtful and grounded perspective, asking: Were the Smaldones cold-blooded criminals or Robin Hood-style community protectors? The truth lies somewhere in between.
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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”
To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here
To rent Brothers against Brothers, the documentary, click here.
To rent Gangland Wire, the documentary, click here
To buy my Kindle book, Leaving Vegas: The True Story of How FBI Wiretaps Ended Mob Domination of Las Vegas Casinos.
Transcript
In this episode, I delve deep into the intriguing world of organized crime in Denver, Colorado, a city not typically associated with mob activities. The focus of my research centers around the Small Dome family, who dominated the organized crime scene for several decades. Many listeners are surprised to learn that organized crime had roots in Denver, often overshadowed by its reputation as a skiing and outdoor paradise. But as we explore the historical timeline, we uncover how mob influence permeated this seemingly tranquil landscape.
To kick off the narrative, I introduce the criminal origins in southern Colorado with figures like James Coletti, who made his reputation in Pueblo during the late 1950s. We examine Coletti’s ties to the Bonanno family and his subsequent move to Pueblo, where he became embroiled in local organized crime. The podcast elaborates on key players like Pete Carlino, dubbed the “Al Capone of Southern Colorado,” who aggressively expanded his bootlegging operations during Prohibition. I detail the thwarted attempts at peace meetings and the explosive gang wars that followed, highlighting the volatile atmosphere of the time.
We transition to important fig...
In this episode of Gangland Wire, retired Kansas City Intelligence Detective Gary Jenkins takes listeners deep into a lesser-known corner of American mob history—Denver, Colorado. While most think of Denver as a gateway to the Rockies and a hub for skiing, few realize it also served as the long-standing stronghold of the Smaldone crime family.
Gary uncovers the roots of organized crime in southern Colorado, beginning in Pueblo, where early mobster James Coletti, a one-time associate of the Bonanno crime family, helped lay the foundation. He and the infamous Carlino brothers, including Pete Carlino—dubbed the “Al Capone of Southern Colorado”—dominated bootlegging during Prohibition and attempted to expand northward. But peace efforts failed, and bloody gang wars soon erupted, culminating in drive-by shootings, betrayal, and ultimately murder.
From there, the story shifts to Joe Roma, Denver’s would-be peacemaker and one-time crime boss, whose 1933 assassination created a power vacuum. Into that void stepped the Smaldone brothers—Clyde (“Flip Flop”), Eugene (“Checkers”), and Clarence (“Chauncey”)—who would dominate Denver’s underworld from the 1940s through the 1980s. Their North Denver restaurant, Gaetano’s, became both a community staple and a notorious mob hangout.
Gary details the family’s criminal enterprises, from gambling, loan sharking, and bootlegging to jury tampering and racketeering, including the high-profile 1953 gambling raid that brought federal heat. But the Smaldones weren’t just feared—they were admired by many locals for their generosity, community involvement, and quiet acts of charity. They donated to orphanages, covered college tuition, and ensured no one in the neighborhood went hungry, blurring the line between gangster and good neighbor.
The episode also explores the Smaldones’ national connections, including partnerships with mob bosses in St. Louis, Detroit, and Chicago. Gary breaks down their Las Vegas Riviera Casino skim, in collaboration with Anthony Giordano, and how FBI wiretaps and surveillance exposed their involvement in one of the Mafia’s most lucrative rackets. Figures like “Fat Willie” Villano, a nephew of Checkers, handled casino marker collections, sometimes doubling as muscle for overdue debts.
As always, Gary brings a thoughtful and grounded perspective, asking: Were the Smaldones cold-blooded criminals or Robin Hood-style community protectors? The truth lies somewhere in between.
Subscribe to get gangster stories weekly.
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”
To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here
To rent Brothers against Brothers, the documentary, click here.
To rent Gangland Wire, the documentary, click here
To buy my Kindle book, Leaving Vegas: The True Story of How FBI Wiretaps Ended Mob Domination of Las Vegas Casinos.
Transcript
In this episode, I delve deep into the intriguing world of organized crime in Denver, Colorado, a city not typically associated with mob activities. The focus of my research centers around the Small Dome family, who dominated the organized crime scene for several decades. Many listeners are surprised to learn that organized crime had roots in Denver, often overshadowed by its reputation as a skiing and outdoor paradise. But as we explore the historical timeline, we uncover how mob influence permeated this seemingly tranquil landscape.
To kick off the narrative, I introduce the criminal origins in southern Colorado with figures like James Coletti, who made his reputation in Pueblo during the late 1950s. We examine Coletti’s ties to the Bonanno family and his subsequent move to Pueblo, where he became embroiled in local organized crime. The podcast elaborates on key players like Pete Carlino, dubbed the “Al Capone of Southern Colorado,” who aggressively expanded his bootlegging operations during Prohibition. I detail the thwarted attempts at peace meetings and the explosive gang wars that followed, highlighting the volatile atmosphere of the time.
We transition to important fig...
Previous Episode
From Homicide to Hollywood: Det. Don Tabak’s Journey
In this episode of Gangland Wire, retired intelligence detective Gary Jenkins welcomes a special guest—Don Tabak, a former LAPD homicide detective whose life story bridges the world of real crime and creative storytelling.
With decades on the force, Det. Don Tabak shares the emotional and technical complexities of working on some of Los Angeles’s most brutal homicide cases. He recounts haunting moments from the field, including a harrowing investigation involving a kidnapped woman who miraculously survived an attempted murder. Don walks us through the steps that led to justice—and the toll that work takes on those who pursue it.
After retiring from law enforcement, Don founded a private investigation firm that defends police officers and municipalities. However, his career took a surprising turn when a Hollywood producer approached him about adapting his real-life cases. That partnership gave rise to The Wiggle Room—an interactive crime-solving experience where audiences step into the role of investigator, uncover clues, and solve cases rooted in reality. It’s part thriller, part education, and all authentic.
The conversation also touches on Don’s take on the O.J. Simpson case, offering an insider’s look at how public pressure and procedural missteps shaped one of the most infamous trials in American history. He explains the razor-thin margin between justice and error, and why evidence integrity remains a detective’s most crucial tool.
Finally, Don Tebak unpacks the psychology behind effective interrogation, revealing how detectives walk the fine line between coaxing out the truth and understanding the emotional terrain of a suspect’s mind.
Subscribe to get gangster stories weekly.
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”
To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here
To rent Brothers against Brothers, the documentary, click here.
To rent Gangland Wire, the documentary, click here
To buy my Kindle book, Leaving Vegas: The True Story of How FBI Wiretaps Ended Mob Domination of Las Vegas Casinos.
Transcript
[0:00] Well, hey, welcome, all you wiretappers. Good to be back here in the studio of Gangland Wire. I have a little different sort of a show for you today. We’re not going to go down that path of organized crime. You probably get tired of that anyhow. And what I found, I found another retired copper named Don Tabak from L.A. Who’s got in the entertainment business, just like yours truly. I guess I’m in the entertainment business. I’m in the entertainment hobby, as I just told Don. But, you know, anyhow, guys, welcome Don Tabak from LAPD. Hey, Gary, good to be here. Nice to meet you. Great, man. You got a good voice. You got a voice for radio. Oh, yeah. Yeah. Thank God. I have a good voice for radio, too.
[0:40] Tell us what you’re doing when you’re retirement. Well, I opened up a private investigations business, Gary, when I left. And I primarily do police officer and municipality defense for critical incidents. So a lot of the things that happen across the country. After the fact, the lawsuit is filed, I’ll be brought in to re-interview witnesses, talk to the officers, and try to mitigate what’s going on with the lawsuit. And if the officer is in trouble with that as well, we’ll represent the officer to try to make sure that we hopefully can clear him of any wrongdoing. You also, now how’d you get involved with this media business, the TV business? I got contacted throughout my career because of LA and some of the cases that we’ve handled in the past. It’s media-friendly between law enforcement. So when I left about five years ago, A producer who had known a friend of mine had given this guy my name about, yeah, Don’s had some unusual cases and worked this and that and whatever. And he called and we put together a couple of things that he wanted to try to bring to Discovery or Netflix in regards to some of my murders that I handled.
[1:49] And however, they didn’t work out or what have you. So about a year ago, he came up with a concept called The Wiggle Room. ...
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