Features
A deep dive into the lives of some shadier members of our community
By BERNIE BELLAN A few weeks ago I was contacted by a publicist for a publishing company, who asked me whether I’d be interested in obtaining a copy of a new book, titled Jukebox Empire: The Mob and the Dark Side of the American Dream?
Here’s what that publicist wrote: “This fall, Rowman & Littlefield is publishing a true crime book focusing on one of the key figures in the story of organized crime in the 20th century – Jukebox Empire: The Mob and the Dark Side of the American Dream by David Rabinovitch (publishing October 15). Rabinovitch, an award-winning filmmaker from Morden, Manitoba, unravels the story of his uncle William “Wolfe” Rabin, which takes him from the Canadian prairies to Chicago in the 1940s and Rabin’s invention of a jukebox. This is the first book to expose how organized crime infiltrated the jukebox industry and it’s an untold piece of criminal, cultural, and musical history. Rabin was the son of Jewish immigrants.

“Caught between the Mob and the feds in a plot to save the casinos in Havana from Castro’s revolution, Wolfe Rabin pulled the biggest money-laundering scheme in history, but his hubris led to the conspiracy falling apart in a sensational trial. At a time when there was a jukebox in every restaurant, diner, bar, barracks, arcade, and canteen, Rabin’s trajectory from inventor to promoter to outlaw is set against the Mob’s growing influence of the jukebox industry. In a world of music, machines, and money, popular culture and organized crime collide in this true story of invention and greed. Rabinovitch pieces together the puzzle that begins in Chicago and spans the casinos of Havana and the financial giants of Europe, leading to what the FBI called “the biggest bank robbery in the world.”
“Rabinovitch is a winner of Emmy, Peabody, and Gemini awards. His significant films include the documentary Politics of Poison and the mini-series Secret Files of the Inquisition. Jukebox Empire is his first book.”
Of course, the moment I read that email I was interested in reading the book. Here we have some of the essential elements of a story that’s perfect for this paper: A crime story with a Jewish character at its centre – who comes from Morden, Manitoba no less!
I immediately thought of historian Allan Levine, who’s written extensively about Jewish characters with sordid backgrounds – especially in the bootlegging business, and contacted Allan to ask him whether he’d ever heard of this “Wolfe Rabin?”
Allan said he hadn’t previously, not that is, until he was contacted by the author, David Rabinovitch, who asked Allan for some help.
After I began to read the book, however, I was again contacted by the publicist, who asked me to withhold writing a review of the book until October, when the book will be released to the public.
But, to whet readers’ appetites even further, here are some endorsements David Rabinovitch has already received in advance of the book’s actual release to the public:
“A fast-paced, colorful romp through a slice of the twentieth century American underworld”
-David Kertzer, Pulitzer Prize winner
“Jukebox Empire reads like a novel but the characters and events are real and chilling.”
-Peter Edwards, co-author, The Encyclopedia of Canadian Organized Crime
“It has everything: action, incredible characters, suspense, humor. Can’t wait to see the movie.”
-Fred Fuchs, producer, The Godfather, Part III
“A compelling story of family and crime that touches on key events of U.S. history in the 1950s and 60s”
-Scott M. Deitche, author, Garden State Gangland
“An eye-opening, informative, and fascinating book. Jukebox Empire is must-read.”
-Antonio Nicaso, author, Made Men, The Dark Mafia, Angels Mobsters & Narco-Terrorists
“A delightfully entertaining story of jukeboxes, money laundering, and stolen bonds.”
-Alex Hortis, author, The Mob and the City
“A unique combination of family memoir and investigative journalism.”
-Gary Jenkins, producer/host, “Gangland Wire”
“A tour-de-force account of the Mob’s growing infiltration into legitimate American industry and how it affected one man who was obsessed with power and money at all costs.”
-Joe Saltzman, Prof. of Journalism, Annenberg School of Communication, University of Southern California
I also asked David Rabinovitch whether readers could order Jukebox Empire in advance, so that they could obtain a copy as soon as it’s released.
David responded: The book “is available for pre-order online through the website www.jukeboxempire.com (Chapters Indigo in Canada) or readers should request it at their favourite bookstore.”

All this got me to thinking: Over the years, we’ve published quite a few stories about Jews with mob connections, and some of those individuals came from Winnipeg. Perhaps the story that elicited the most interest was one we published in 2015 by Martin Zeilig about a character by the name of Al Smiley. (You can still find that story on our website’s online archive. Just search for “Al Smiley.” in the “search archive” button on jewishpostandnews.ca)
Smiley, it turns out, was best friends with Bugsy Siegel (whose real name was Benjamin – and who hated being called “Bugsy.”) In fact, Smiley was sitting right beside Siegel – on his living room couch in his Las Vegas home, when Siegel was shot and killed by a Mafia hitman.
That story led to another story about a mobster with a Winnipeg connection who, it turns out, was actually related to me in a very distant way, someone by the name of Harry Altman.
In 2020 I wrote about someone by the name of John Novick in an article I wrote about the children of Jewish mobsters. In that same article I referenced Myer Lansky and his daughter, Sylvia, who was the subject of one of the greatest interviews Anna Maria Tremonti ever conducted when she was host of CBC’s “The Current.” (You can still listen to that interview on the CBC website.)
Finally, a few years back I happened to attend a Fringe show which was titled “Davey the Punk.” The creator of that show – and its sole performer, was singer Bob Bossin (who was a member of a well-known group called “String Band.”) The show was about Bob’s father, Davey Bossin who, while not a “made man” per se (Mafia parlance for someone who is accepted into the Mafia), but who was very “connected” and about whose background Bob Bossin knew nothing until years after his father had died.
What’s my obsession with mobsters, you might ask? Well, I don’t think I’m much different than a great many others when I say that I’m both fascinated and repelled by all these figures – and the fact they’re all Jewish only adds to my interest.
But, it got me to thinking – once again: Where are the stories about Winnipeg Jewish hoodlums from the North End? Even in Russ Gourluck’s masterful history of Winnipeg’s North End, The Mosaic Village, he only mentions two shady characters: Stanley Zedd, a well-known operator of gambling establishments, especially the Margaret Rose Tea Room on Osborne, and Bll Wolchuk, a major bootlegger in the 1920s.

So – to find out more about Jewish hoodlums of a bygone era, I turned to my most trusted source on the subject: Ernie Chisick, whom I first met at the Y reunion in 2019.
For those who don’t know Ernie – he is a raconteur of the first order and his own brushes with the law when he was younger only add to his mystique.
I sat down with Ernie one recent evening and asked him to repeat some of the fabulous stories he’s told me over the years about colourful North End characters with whom he crossed paths over the years. I was especially keen on hearing Ernie recite some of the nicknames of guys with whom he associated when he was younger.
The problem is, as Ernie explained, some of those individuals are still alive and, even if they’re not, they have kids and grandkids, so referring to them by their full names might not even be embarrassing, it might be potentially lethal for me!
I have attempted to reach out to one character in particular who, as Ernie described him, probably knows more about Jewish hoodlums… and criminals, from the North End of the 40s and 50s than anyone else alive, but even if that guy does get back to me, I rather doubt he’s going to want to see his name end up in the Jewish paper in Winnipeg. (I’m hoping that he will respond to my message and I’ll promise him full anonymity if he’s prepared to talk about his former friends – who weren’t quite boy scouts.)
Ernie though, has too many good stories not to at least refer to some of them here. He told me about a gambling club on Selkirk Avenue between Salter and Powers that was run by an individual who was known as “Montreal…..” (Again, I’m leaving out the surname because it’s a name that would be familiar to at least some readers.)
According to Ernie, that club had a lookout by the name of “Srulik Flaxman.” When Srulik would spot a cop coming, he would shout to the guys who were in the back room: “Watch out – it’s the football shoes kimmen!” (Why he referred to cops as “football shoes,” Ernie didn’t know.)
Here’s another story Ernie tells – about a character who went by the name “One-eyed Connolly.”
“They’re playing cards,” Ernie says, “and Connolly says he’s got to take a piss.” But before he gets up to go to the bathroom, he leaves his cards on the table, then takes out his glass eye, puts it on the table, and says to the eye: “Watch them guys; they’re all a bunch of thieves!” Apparently that so unnerved the other players, they sat there frozen in their seats, afraid of that well-known Jewish superstition: “the evil eye.” (But Connolly wasn’t Jewish. Can a non-Jew threaten someone Jewish with the “evil eye?” There’s a Saturday morning sermon for you, all you rabbis and would-be rabbis out there.)
With reference to Stanley Zedd and the Margaret Rose Tea Room, Ernie says that his father, Charlie, once said to him, “Take this to the Rosie (the nickname for the Osborne Tea Room) and ask for Stanley Zedd.” Charlie handed Ernie a paper bag (which, Ernie now says, unbeknownst to him at the time, contained betting slips. Ernie claims he was only an innocent 16-year-old. not yet wise in the ways of the world. Anyway, the statute of limitations protects him now.)
So, Ernie drove to the Tea Room and announced, when he walked into the room, “I have something for Stanley from Charlie.”
He was ushered into the back room where Stanley Zedd held court. “He was very nice to me and told me my father was an honourable man,” Ernie recalls.
Another time, Ernie says, he got a phone call from his father in the middle of the night.
“Charlie,” Ernie asked (Ernie says he always called his father by his first name), “what is it?”
“I’m in jail,” Charlie responded. (He didn’t say why.)
“In the morning,” Charlie continued, “give Roland Penner a phone call.” (Roland Penner would go on to become Manitoba’s attorney general, but at the time he was in partnership with Joe Zuken in the firm, Zuken and Penner.)
“So, I phoned Roland Penner’s office in the morning. I told his secretary who I was and she put me through immediately to Roland Penner.”
“Roland says to me, ‘You heard from your dad? The mounties made a raid in the middle of the night. Eighteen guys (from different cities) were charged with conspiracy to commit bookmaking.’”
“Roland says: ‘I’ve got something for you.’ “ He explained that the mounties took Charlie out in the middle of the night and it was quite cold.
“Your father wanted me to give you his gloves,” Penner continues.
“I put them on,” Ernie says, “and I feel a lump in one of the gloves. They were betting slips that could have been used as evidence in court.’
(Did Penner know that, I wonder? Ernie says he doesn’t know.)
“All the guys were taken to a lock-up in Calgary. Harry Walsh represented the three Winnipeggers,” Ernie continues.
“My dad explained that the Jewish boys were able to get kosher food to eat because one of the mounties was Jewish and he brought them deli.”
The Grey Cup was being held that week, Ernie says. “Charlie said he made $10,000 taking bets on the game” – while he was in jail.
Eventually, when the accused were brought to trial, they were all acquitted, Ernie explains.
“Walsh said they weren’t betting with each other; they weren’t in business together.” As a result, the conspiracy charge didn’t hold up, Ernie says. (If they had simply been charged with bookmaking, then the likelihood is that at least some of them, including Charlie, would have been found guilty.)
I don’t necessarily approve of Charlie’s behaviour. Rather, the stories about the less savoury aspects of Jewish lives don’t usually receive much attention in North American Jewish newspapers. (Some Israeli newspapers, in contrast, are not at all reluctant to publish extensive investigative pieces about the Israeli underword.)Yet, there are so many colourful stories to tell I thought I’d deviate from the Gerry Posner and Myron Love types of stories that extol the virtues of individuals who have led honest, hardworking lives to write about other less honourable fellows who, as the late Harvey Rosen used to say are “of the Hebraic persuasion.”
We’ll have more about members of our community who had connections to activities that were not always on the right side of the law in our Aug. 16 issue. If you might have a story to add about a relative with a shady past that you might like to share, you can email us at jewishp@mymts.net
Features
Digital entertainment options continue expanding for the local community
For decades, the rhythm of life in Winnipeg has been dictated by the seasons. When the deep freeze sets in and the sidewalks become treacherous with ice, the natural tendency for many residents—especially the older generation—has been to retreat indoors. In the past, this seasonal hibernation often came at the cost of social connection, limiting interactions to telephone calls or the occasional brave venture out for essential errands.
However, the landscape of leisure and community engagement has undergone a radical transformation in recent years, driven by the rapid adoption of digital tools.
Virtual gatherings replace traditional community center meetups
The transition from physical meeting spaces to digital platforms has been one of the most significant changes in local community life. Where weekly schedules once revolved around driving to a community center for coffee and conversation, many seniors now log in from the comfort of their favorite armchairs.
This shift has democratized access to socialization, particularly for those with mobility issues or those who no longer drive. Programs that were once limited by the physical capacity of a room or the ability of attendees to travel are now accessible to anyone with an internet connection.
Established organizations have pivoted to meet this digital demand with impressive results. The Jewish Federation’s digital outreach has seen substantial engagement, with their “Federation Flash” e-publications exceeding industry standards for open rates. This indicates a community that is hungry for information and connection, regardless of the medium.
Online gaming provides accessible leisure for homebound adults
While communication and culture are vital, the need for pure recreation and mental stimulation cannot be overlooked. Long winter evenings require accessible forms of entertainment that keep the mind active and engaged.
For many older adults, the digital realm has replaced the physical card table or the printed crossword puzzle. Tablets and computers now host a vast array of brain-training apps, digital jigsaw puzzles, and strategy games that offer both solitary and social play options.
The variety of available digital diversions is vast, catering to every level of technical proficiency and interest. Some residents prefer the quiet concentration of Sudoku apps or word searches that help maintain cognitive sharpness. Others gravitate towards more dynamic experiences. For those seeking a bit of thrill from the comfort of home, exploring regulated entertainment options like Canadian real money slots has become another facet of the digital leisure mix. These platforms offer a modern twist on traditional pastimes, accessible without the need to travel to a physical venue.
However, the primary driver for most digital gaming adoption remains cognitive health and stress relief. Strategy games that require planning and memory are particularly popular, often recommended as a way to keep neural pathways active.
Streaming services bring Israeli culture to Winnipeg living rooms
Beyond simple socialization and entertainment, technology has opened new avenues for cultural enrichment and education. For many in the community, staying connected to Jewish heritage and Israeli culture is a priority, yet travel is not always feasible.
Streaming technology has bridged this gap, bringing the sights and sounds of Israel directly into Winnipeg homes. Through virtual tours, livestreamed lectures, and interactive cultural programs, residents can experience a sense of global connection that was previously difficult to maintain without hopping on a plane.
Local programming has adapted to facilitate this cultural exchange. Events that might have previously been attended by a handful of people in a lecture hall are now broadcast to hundreds. For instance, the community has seen successful implementation of educational sessions like the “Lunch and Learn” programs, which cover vital topics such as accessibility standards for Jewish organizations.
By leveraging video conferencing, organizers can bring in expert speakers from around the world—including Israeli emissaries—to engage with local seniors at centers like Gwen Secter, creating a rich tapestry of global dialogue.
Balancing digital engagement with face-to-face connection
As the community embraces these digital tools, the conversation is shifting toward finding the right balance between screen time and face time. The demographics of the community make this balance critical. Recent data highlights that 23.6% of Jewish Winnipeggers are over the age of 65, a statistic that underscores the importance of accessible technology. For this significant portion of the population, digital tools are not just toys but essential lifelines that mitigate the risks of loneliness associated with aging in place.
Looking ahead, the goal for local organizations is to integrate these digital successes into a cohesive strategy. The ideal scenario involves using technology to facilitate eventual in-person connections—using an app to organize a meetup, or a Zoom call to plan a community dinner.
As Winnipeg moves forward, the lessons learned during the winters of isolation will likely result in a more inclusive, connected, and technologically savvy community that values every interaction, whether it happens across a table or across a screen.
Features
Susan Silverman: diversification personified
By GERRY POSNER I recently had the good fortune to meet, by accident, a woman I knew from my past, that is my ancient past. Her name is Susan Silverman. Reconnecting with her was a real treat. The treat became even better when I was able to learn about her life story.
From the south end of Winnipeg beginning on Ash Street and later to 616 Waverley Street – I can still picture the house in my mind – and then onward and upwards, Susan has had quite a life. The middle daughter (sisters Adrienne and Jo-Anne) of Bernie Silverman and Celia (Goldstein), Susan was a student at River Heights, Montrose and then Kelvin High School. She had the good fortune to be exposed to music early in her life as her father was (aside from being a well known businessman) – an accomplished jazz pianist. He often hosted jam sessions with talented Black musicians. As well, Susan could relate to the visual arts as her mother became a sculptor and later, a painter.
When Susan was seven, she (and a class of 20 others), did three grades in two years. The result was that that she entered the University of Manitoba at the tender age of 16 – something that could not happen today. What she gained the most, as she looks back on those years, were the connections she made and friendships formed, many of which survive and thrive to this day. She was a part of the era of fraternity formals, guys in tuxedos and gals in fancy “ cocktail dresses,” adorned with bouffant hair-dos and wrist corsages.
Upon graduation, Susan’s wanderlust took her to London, England. That move ignited in her a love of travel – which remains to this day. But that first foray into international travel lasted a short time and soon she was back in Winnipeg working for the Children’s Aid Society. That job allowed her to save some money and soon she was off to Montreal. It was there, along with her roommate, the former Diane Unrode, that she enjoyed a busy social life and a place for her to take up skiing. She had the good fortune of landing a significant job as an executive with an international chemical company that allowed her to travel the world as in Japan, Hong Kong, New Zealand, Australia, Mexico, the Netherlands and even the USA. Not a bad gig.
In 1983, her company relocated to Toronto. She ended up working for companies in the forest products industry as well the construction technology industry. After a long stint in the corporate world, Susan began her own company called “The Resourceful Group,” providing human resource and management consulting services to smaller enterprises. Along the way, she served on a variety of boards of directors for both profit and non-profit sectors.
Even with all that, Susan was really just beginning. Upon her retirement in 2006, she began a life of volunteering. That role included many areas, from mentoring new Canadians in English conversation through JIAS (Jewish Immigrant Aid Services) to visiting patients at a Toronto rehabilitation hospital, to conducting minyan and shiva services. Few people volunteer in such diverse ways. She is even a frequent contributor to the National Post Letters section, usually with respect to the defence of Israel
and Jewish causes.
The stars aligned on New Year’s Eve, 1986, when she met her soon to be husband, Murray Leiter, an ex- Montrealer. Now married for 36 plus years, they have been blessed with a love of travel and adventure. In the early 1990s they moved to Oakville and joined the Temple Shaarei Beth -El Congregation. They soon were involved in synagogue life, making life long friends there. Susan and Murray joined the choir, then Susan took the next step and became a Bat Mitzvah. Too bad there is no recording of that moment. Later, when they returned to Toronto, they joined Temple Emanu-el and soon sang in that choir as well.
What has inspired both Susan and Murray to this day is the concept of Tikkun Olam. Serving as faith visitors at North York General Hospital and St. John’s Rehab respectively is just one of the many volunteer activities that has enriched both of their lives and indeed the lives of the people they have assisted and continue to assist.
Another integral aspect of Susan’s life has been her annual returns to Winnipeg. She makes certain to visit her parents, grandparents, and other family members at the Shaarey Zedek Cemetery. She also gets to spend time with her cousins, Hilllaine and Richard Kroft and friends, Michie end Billy Silverberg, Roz and Mickey Rosenberg, as well as her former brother-in-law Hy Dashevsky and his wife Esther. She says about her time with her friends: “how lucky we are to experience the extraordinary Winnipeg hospitality.”
Her Winnipeg time always includes requisite stops at the Pancake House, Tre Visi Cafe and Assiniboine Park. Even 60 plus years away from the “‘peg,” Susan feels privileged to have grown up in such a vibrant Jewish community. The city will always have a special place in her heart. Moreover, she seems to have made a Winnipegger out of her husband. That would be a new definition of Grow Winnipeg.
Features
Beneath the Prairie Calm: Manitoba’s Growing Vulnerability to Influence Networks
By MARTIN ZEILIG After reading Who’s Behind the Hard Right in Canada? A Reference Guide to Canada’s Disinformation Network — a report published by the Canadian AntiHate Network that maps the organizations, influencers, and funding pipelines driving coordinated right wing disinformation across the country — I’m left with a blunt conclusion: Canada is losing control of its political story, and Manitoba is far more exposed than we like to admit.
We often imagine ourselves as observers of political upheaval elsewhere — the U.S., Europe, even Alberta.
But the document lays out a sprawling, coordinated ecosystem of think tanks, influencers, strategists, and international organizations that is already shaping political attitudes across the Prairies. Manitoba is not an exception. In many ways, we’re a prime target.
The report describes a pipeline of influence that begins with global organizations like the International Democracy Union and the Atlas Network. These groups are not fringe. They are well funded, deeply connected, and explicitly designed to shape political outcomes across borders. Their Canadian partners translate global ideological projects into local messaging, policy proposals, and campaign strategies.
But the most concerning part isn’t the international influence — it’s the domestic machinery built to amplify it.
The Canada Strong and Free Network acts as a central hub linking donors, strategists, and political operatives. Around it sits a constellation of digital media outlets and influencer accounts that specialize in outrage driven content. They take think tank talking points, strip out nuance, and convert them into viral narratives designed to provoke anger rather than understanding.
CAHN’s analysis reinforces this point. The report describes Canada’s far right ecosystem as “coordinated and emboldened,” with actors who deliberately craft emotionally charged narratives meant to overwhelm rather than inform. They operate what the report characterizes as an “outrage feedback loop,” where sensational claims spread faster than journalists or researchers can contextualize them. The goal is not persuasion through evidence, but domination through repetition.
This is not healthy democratic debate.
It is a parallel information system engineered to overwhelm journalism, distort public perception, and create the illusion of widespread grassroots demand. And because these groups operate outside formal political structures, they face far fewer transparency requirements. Manitobans have no clear way of knowing who funds them, who directs them, or what their longterm objectives are.
If this feels abstract, look closer to home.
Manitoba has become fertile ground for these networks. Our province has a long history of political moderation, but also deep economic anxieties — especially in rural communities, resource dependent regions, and areas hit hard by demographic change. These are precisely the conditions that make disinformation ecosystems effective.
When people feel unheard, the loudest voices win.
We saw hints of this during the pandemic, when convoy aligned groups found strong support in parts of Manitoba. We see it now in the rise of local influencers who echo national talking points almost in real time. And we see it in the growing hostility toward institutions — from public health to the CBC — that once formed the backbone of civic trust in this province.
CAHN’s research also shows how quickly these networks can grow. Some nationalist groups have seen membership spikes of more than 60 percent in short periods, driven by targeted digital campaigns that exploit economic uncertainty and cultural anxiety. These surges are not organic. They are engineered.
The document also highlights the rise of explicitly exclusionary nationalist groups promoting ideas like “remigration,” a euphemism for mass deportation of nonEuropean immigrants. These groups remain small, but Manitoba’s demographic reality — a province where immigration is essential to economic survival — makes their presence especially dangerous. When extremist ideas begin to circulate within mainstream political networks, they gain a legitimacy they have not earned.
Even more troubling is how these ideas migrate.
CAHN warns that concepts once confined to fringe spaces are now being repackaged in sanitized language and pushed through influencers, think tanks, and political operatives seeking legitimacy. When these narratives appear alongside conventional policy debates, they gain a veneer of normalcy that obscures their origins.
None of this means Manitoba is on the brink of political collapse.
Our institutions remain resilient, and our political culture is still fundamentally moderate. But sovereignty is not just about borders or military power. It is also about information — who controls it, who manipulates it, and who benefits from its distortion. When opaque networks shape public opinion through coordinated disinformation, that sovereignty erodes.
CAHN’s broader warning is that trust itself is under attack. Farright networks intentionally target public institutions — media, universities, public health agencies, cultural organizations — because weakening trust creates a vacuum they can fill with their own narratives. A democracy becomes vulnerable when people no longer share a common set of facts.
The danger is not that Manitoba will suddenly adopt the politics of another country. The danger is that we will drift into a political environment shaped by forces we don’t see, don’t understand, and cannot hold accountable. A democracy cannot function if its information ecosystem is captured by actors who thrive on outrage, opacity, and division.
The solution is not censorship. It is transparency. It is rebuilding trust in journalism. It is demanding higher standards from the organizations that shape our political discourse. Manitobans deserve to know who is influencing their democracy and why.
We are not immune.
And believing we are immune is the most dangerous illusion of all.
