Features
Remembrance of Rupertsland Avenue – 1950 to 1975
By BRIAN M. GILFIX Cote Saint-Luc, Quebec September 18, 2023 I have read with interest in various past issues of the JP&N (Sept. 16 and 20, 2019, Sept. 30, 2020, and Nov. 10, 2021) descriptions of streets or blocks where all or most of the houses were occupied by Jewish families. (Ed. note: All those stories – about McAdam Avenue and Bredin Drive, can be found on this website. Simply go to “Search archive” and enter the name of either street. The entire issue in which the story about that street appeared will show in the search results.)
This was not all that unique in the 1950s and 60s, especially with the Jewish population of Winnipeg peaking close to 20,000 individuals during that time. During the immediate post-war years, individuals and families were leaving the Magnus and Flora Avenues with their wooden shuls and moving more northward to the then developing West Kildonan and later developing Garden City areas. This was reflected in the establishment of shuls (Rosh Pina, 1952; Bnay Abraham, 1958; Chevra Mishnayes, 1965) and schools (Talmud Torah, 1952) in the area.
Rupertsland Avenue was a new street developed in 1950 by Edward Rosenblatt. The street name obviously echoes the name given to the territory draining into Hudson’s Bay , which was called Rupert’s Land. Looking at the actual mortgage documents, houses cost about $8450 for a bungalow (1 storey) while a cottage (2 storey) cost about $2000 more. By the mid-2010s the value of a bungalow style house had increased thirty-fold in value. The street changed appearance somewhat over the years with some upgrades – paving of the back lane (1950s) and planting trees on the front boulevards (1960s).
I grew up on Rupertsland Avenue in the 1950s and 60s. Then, in the block stretching from McGregor St. to Parr St. and comprising about 50 houses, over a third of the houses were occupied by Jewish families. Most were tradespeople or small business owners. None of that generation were professionals. Then, your neighbours were also your friends with whom you socialized. For example, my parents belonged to a bridge club on the street, comprising amongst others the Stollers, Brasses, Bogaches, and Jacobsons. As few trees were planted, we, the neighbourhood children, played across the front lawns of neighbouring houses, effectively making one long field.
The children (including myself) walked to the local schools regardless of the weather: Victory, what was then known as Jefferson Junior High School, Garden City Collegiate, and Talmud Torah – affecting the school demographics such that on major Jewish holidays the public schools “shut down.”
We had deliveries from the milkman and bread man. The street was visited by vendors selling eggs and, on one occasion early on, vegetables from a horse drawn wagon.
From my memory, I have provided a list of the Jewish families that lived on the street during this period. I have also given a few short vignettes of some families as I remember it from my then youthful perspective aided by information gleaned from the JP&N and Google. I apologize for any errors in advance. I should note that of the families listed here, with rare exception, the parents have passed away. In some instances, I have noted the year of passing.
565 Rupertsland – Stoller. He was an accountant or bookkeeper. He and his wife had a son & daughter, Elaine (?).
517 Rupertsland – Name unknown.
513 Rupertsland – Kesten. Their son Cyril currently resides in Vancouver.
509 Rupertsland – Tennenhouse – Sam (d.2001) and Gertie (d.2014).
They had four children: Karen, Ronnie, Marsha, and Kenny. He farmed with his brothers during the summer and had a small machine shop in the basement in winter where he made house numbers. They were long time friends of my parents. They had a “bogey man” is their basement, actually an old coal style furnace. The oldest daughter would bang on it to make the “monster” noise to frighten the kids. They were perhaps the first family to leave Ruperstland for the then new Garden City. I believe some family members still live in Winnipeg, but the son Ronnie lives in Toronto.
505 Rupertsland – Gilfix (us) – We were Joseph (d.2014), Betty (d.2021), Debbie (Edmonton) and myself (Montreal). My parents moved to a new home on Rupertsland in 1950 from the Carmen Apartments on Burrows, which is still standing, leaving behind a walk up and ice boxes. The years saw a transition for heating the house with coal to oil to gas. My sister left for Edmonton to attend university, later married there, and has lived there since. My journey was more peripatetic, moving in 1975 to London, Ontario to pursue my PhD, followed by a post-doctoral fellowship at Harvard Medical School, and finally returning to Canada and McGill University to pursue my MD degree and specialty training. I married in Montreal and have been on staff at the Royal Victoria Hospital in Montreal since 1993. Due to age and infirmity, my parents finally left Rupertsland in 2014. I believe my parents were the last Jewish family on the block and street when they finally left.
501 Rupertsland – Dutkevich – Ann Dutkevich (d.2000), husband Nick, daughter Sally and son Joe. She was affectionately known to us as “Mrs. D”. She was very kindly. Once, when my sister decided to “run away,” she packed her bags to move to Mrs. D. next door.
I believe the children still live in Winnipeg. Their house was later purchased by another Jewish family, the Greenholtzes (daughter Faye & son Joey). He was a tailor and both he and his wife worked in the garment factories. The parents later relocated to Toronto to be closer to their children.
493 Rupertsland – Gabor. They had a son, Brian.
489 Rupertsland – Name unknown.
485 Rupertsland – Bogach – Frank and Ann, her mother, and son Howard. Frank with his brothers ran Tasty Seeds located on Alfred that they had inherited from their father. Howard was recently profiled in the JP&N (August 16, 2023).
469 Rupertsland – Bogach – Maurice & Goldie Bogach and their daughters, Mindy and Evy. The parents played bridge with my parents and he owned Tasty Seeds with his brothers. I believed their children still reside in Winnipeg.
465 Rupertsland – Rodin. One of their two sons, Greg, is a lawyer in Calgary.
461 Rupertsland – Brass – Abe and Rose Brass and their children. Following his passing she moved to Vancouver to be closer to her children, where she later passed away.
516 Rupertsland – Plosker – Max and Bertha Plosker, daughter, and son Erron. The family owned Direct Home Furniture
512 Rupertslsand – Spiller – Jack and Ailenne and their children, Harley, Susan, Sari, and Deborah. I believe some of the children still reside in Winnipeg.
508 Rupertsland – Terhoch – Kurt & Pearl. He was an electrician. They had two sons, Leonard and Marvin, and a daughter, Cheryl. The oldest son, Marvin, was at one time a producer at CBC Winnipeg.
504 Rupertsland – Jacobson – Anne, Nat (d.2002), son Gary and daughter Arlene. Nat had a part job running the projector in movie theatres. At 106 (!), Ann is probably the last living individual of the generation that first moved onto Rupertsland Avenue. She currently resides at the Simkin Centre. Gary still lives in Winnipeg.
496 Rupertsland – Chodiker. One son, William (Bill), is an allergist, now retired, who lives in London, Ontario.
476 Rupertlsmand – Golubchuk – Samuel (d.2008) and Dora and children, Percy and Miriam. I believe they were the last Jewish family to move on to Rupertsland. Samuel was at the centre of a controversial legal battle dealing with the question of who has the right to make end-of-life decisions. This case was widely written about.
468 Rupertsland – Beloffs
Lastly, at the end of the street, there was a corner store (700 McGregor) run successively by Jewish owners, Mandel and later Slutsky.
Interestingly according to my late mother, Paul Snider of Dorothy Stratton murder fame, apparently lived on Rupertsland Avenue for a period of time.
Rupertsland was not a Jewish island in West Kildonan. Immediately behind my parents’ house across the back lane on Enniskillen Avenue, there were the:
Bokauts with sons, Barrie and Brad. I remember walking back home with Barrie and his father from the Bnay Abraham synagogue on Shabbat mornings. Barrie went on to work for Foreign Affairs Canada. I believe Brad still lives in Winnipeg,
Lezacks whose son, Jack, is a hematologist in Winnipeg, and
Este and Morris Katz. Their sons, David and Philip, tragically past away at early ages.
On Smithfield, there were other Jewish families such as the Senenskys and Gorewiches (my father’s brother-in law and sister).
Over the decades the ethnic and religious composition of Rupertsland Avenue changed as the original inhabitants aged and they and their children moved to other areas. Many of the children left Winnipeg – often to Calgary, Edmonton, or Toronto. Consequently, the demographics and character not only of the street but also of the local schools, institutions, and West Kildonan have changed. On Rupertsland at its peak, probably a third as many Jews lived there alone as compared the number of Jews now living in the entire West Kildonan area (205) according to the latest census. Consequently, many of the local Jewish institutions have moved, closed, or amalgamated. When my parents, being the last Jewish family on that block of Rupertsland Avenue, finally left in 2014, it marked the end of an era for the street.
Features
WINNIPEG EMPLOYERS SHOULD USE AI TO TRAIN, NOT JUST TRIM
By Dr. GLEB TSIPURSKY Generative AI has already entered everyday Canadian work. Statistics Canada reported that 35.9% of workers used generative AI in the previous 12 months. For Winnipeg employers, the important question is no longer whether staff will use these tools. The more consequential question is what kind of workforce employers will build while they use them.
An updated Stanford University analysis found employment among workers ages 22 to 25 in AI-exposed occupations 19% below where it would be had it kept pace with less-exposed peers, with the gap widening over time. That trend should concern Winnipeg employers because the work most exposed to automation often overlaps with the work through which beginners develop professional judgment.
Entry-level employees do more than produce first drafts, conduct basic research, summarize information, prepare routine analyses, or handle standard customer questions. Those tasks are also training. Repetition teaches people what good work looks like, where common mistakes appear, when a situation is routine, and when something unusual requires escalation.
If employers simply remove that work, they may save time today while weakening the pipeline of people capable of handling harder work tomorrow. A firm can automate a junior task quickly. Rebuilding several years of missing experience later is much harder.
The better approach is to redesign entry-level work around AI-assisted apprenticeship. New employees can use AI to produce a first draft, but they should also verify the output against reliable sources. They can use AI to summarize a customer issue, but they should explain which facts matter and what remains uncertain. They can use AI to analyze routine information, but they should flag exceptions and bring consequential decisions to experienced colleagues.
That changes the role of junior employees without eliminating the learning built into the role. Instead of rewarding people for producing routine work manually, employers can reward them for checking AI output, spotting edge cases, asking better questions, and knowing when human judgment is required.
Managers also need to change how they supervise. If a junior employee submits an AI-assisted answer, the manager should ask how the employee verified it, what assumptions the system made, what could go wrong, and what would cause the employee to escalate the issue. Those questions turn AI use into a training process rather than a shortcut around learning.
Winnipeg’s small and mid-sized employers may be especially well positioned to take this approach. They often cannot afford to separate technology adoption, training, and talent development into different departments. The same manager who wants more productivity today also needs capable employees next year. That makes it practical to connect AI use directly to coaching and skill development.
Employers should also resist measuring AI adoption only by time saved or tasks completed. Those metrics matter, but they can hide whether the organization is developing stronger judgment. A more useful set of questions is whether employees are catching more errors, escalating the right exceptions, becoming more independent over time, and learning which decisions should remain human-led.
None of this requires employers to preserve every old task exactly as it was. Some routine work should disappear. The goal should be to preserve the learning function, not the old workflow. If AI removes one form of repetition, employers should deliberately replace it with another way for junior staff to practice, receive feedback, and encounter progressively harder decisions.
Winnipeg businesses can gain real productivity from AI without turning entry-level work into a dead end. The strongest employers will use AI to accelerate the development of beginners rather than treating beginners as the easiest cost to remove. That approach can improve productivity now while still producing the experienced professionals Winnipeg will need in the years ahead.
—
Adapted from: The Psychology of AI Adoption at Work: From Resistance to Results (Georgetown University Press, 2026). https://disasteravoidanceexperts.com/aibook
Dr. Gleb Tsipursky, a behavioral scientist called the “Office Whisperer” by The New York Times, helps tech-forward leaders stop overpaying for AI while boosting engagement and innovation. He serves as the CEO of the AI consultancy Disaster Avoidance Experts, and wrote eight books, including The Psychology of AI Adoption at Work: From Resistance to Results (Georgetown University Press, 2026).
Features
IPL 2026/27 Preview: Beer Sheva Defends Its Crown
Israeli football enters the 2026/27 season with a genuinely open title race for the first time in years. Hapoel Beer Sheva claimed a dramatic sixth championship last May, edging Beitar Jerusalem by just three points after a campaign interrupted by regional conflict and settled almost entirely on head-to-head form. That kind of finish leaves scores unsettled, and every major club has spent the summer either reinforcing a title push or plotting revenge. With four Israeli sides now competing in European qualifiers simultaneously, the new Ligat ha’Al campaign carries more weight than it has in years.
How Beer Sheva Won It
Ran Kozuk’s side did not simply outscore the league last season; they won the moments that mattered against the team chasing them hardest. Beitar Jerusalem lost twice to Beersheba across the regular campaign and could only draw both playoff meetings, a pattern one report summed up bluntly: if you want to be champions, you have to beat the champions, and Beitar never managed it. Kings Kangwa was named the league’s most valuable player, while captain Miguel Vitor and goalkeeper Ofir Marciano anchored a squad that closed out the title with a 4-2 win over Maccabi Tel Aviv. Owner Alona Barkat has kept that core together, giving Beersheba a real shot at back-to-back titles, assuming Champions League fixtures don’t wear the squad down.
Beitar’s Response and the Chase Pack
Losing a title race by three points after leading for large stretches tends to force change, and Beitar Jerusalem has responded accordingly. Almog Cohen, previously the club’s sporting director, has stepped into the head coach role, replacing Barak Itzhaki after the campaign ended in disappointment. Captain Yarden Shua, veteran forward Omer Atzili and Dor Hugi remain the attacking core, though the club opens the season without injured midfielder Adi Yona, a blow given how much Beitar leaned on midfield control last year. Maccabi Tel Aviv arrives with a different kind of statement: despite finishing outside the top two domestically, they won the Israel State Cup in a chaotic 2-1 final against Beersheba that produced six red cards, suggesting the squad has quality to challenge again even if consistency remains the question mark.
The Return of European Football on a Bigger Scale
What separates this season from recent ones is the sheer number of Israeli clubs competing for continental places at once. Beersheba enters Champions League qualifying as domestic champions, though for security reasons their ties have been relocated to Szombathely, Hungary rather than played at home. Maccabi Tel Aviv, seeded thanks to a healthy UEFA coefficient, goes into Europa League qualifying against the winner of Sheriff Tiraspol and Aluminij. Beitar Jerusalem and Hapoel Tel Aviv both enter Conference League qualifying, the latter having secured their spot via a fourth-place playoff finish. Playing qualifiers on neutral ground has become routine for Israeli clubs, and it hasn’t stopped them from competing credibly.
Mid-Table Ambition and the Promotion Effect
Beyond the four clubs chasing European nights, the middle of the table looks unusually competitive heading into August. Hapoel Petah Tikva and Hapoel Tel Aviv both returned to the top flight after a season away, and Hapoel Tel Aviv’s playoff run last term shows promoted clubs can climb quickly rather than simply survive. Maccabi Haifa and Ironi Kiryat Shmona, both capable of springing results against the traditional big three, will look to use a full pre-season to close the gap. That added depth tends to produce the unpredictable midweek results that make a 14-team division worth following from the opening whistle.
What to Watch as the Season Kicks Off
Beersheba’s fixture list is the one to track first, since balancing Champions League qualifying with league form in August and September will say a great deal about whether this squad has the depth to go back-to-back. Beitar’s response under a rookie head coach is the second storyline, particularly whether Cohen can get more out of a group that dominated possession last season but couldn’t finish off the champions when it counted. For fans following these storylines match by match, tracking how the market prices each side into the opening rounds is a useful gauge of who bookmakers actually rate, and anyone comparing options for the season ahead can check out the best betting sites in Canada for a sense of how odds and coverage are shaping up before a ball is kicked.
Between a defending champion carrying continental fixture congestion, a rival reshaping its coaching staff, and a deepening mid-table, Ligat ha’Al enters the new season with more storylines running in parallel than it has had in years. Whether Beer Sheva backs up their sixth title or Beitar finally converts near misses into silverware, the opening weeks should offer the first real clues.
Features
Musings from Dizengoff Street – by Bruce Brown (updated August 14)
(Posted August 18, 2026) And the beat goes on in the strait. A bit quieter lately although may be heating up again with the 60day ‘ceasefire’ officially expired. And while Iran occasionally lashed out over the last two months, they did not attack Israel. How do you spell deterrence. According to my Yiddisha mama, its spelled ‘Pftt. Pftt. Pftt‘.
(August 14, 2026) Despite three years of varying degrees of warfare. Moody’s biannual report of the Israeli economy was quite positive. Basically, the report saw no pressures on Israel’s credit rating. While the macro data remains strong, Israel still faces a complex geopolitical situation further complicated by upcoming elections (we pondered about how crazy that is in an earlier muse). And Israeli’s inflation rate for the first half of 2026 fell to a historic five year low of 1.2% (vs Canada’s 2.6%). As for my own pocketbook. Haven’t had an infamous Israeli bank overdraft in years. So all is fine.
If that’s not enough economic voodoo talk for one musing. According to one famous barometer. Israel moved to second place in the Economist’s Big Mac Index. Introduced in 1986, this tasty indicator compares the purchasing power parity across countries by measuring the price of a McDonald’s Big Mac -which most can relate to- against the benchmark U.S. burger. So while a Big Mac in the U.S. costs $6.22. In Israel it costs $7.67, the second most expensive place to buy the hamburger in the world, Switzerland being the most pricey at a whopping (no reference to Wendy’s) $9.04. While the cheapest Big Mac can be enjoyed in Indonesia at only $2.38. Canada ranked 22nd of the fifty-four countries considered, at $5.85. Parity. Smarity. I’m going for my Big Mac fix. Just after I finish writing this muse….
(August 11, 2026) Bravo Boy George. We certainly will dance again! And what better way than with his new reggae tune. Now Boy George is dealing with a hostile backlash against his just stand for Israel. Having to withdraw from London’s East End production of Jesus Christ Superstar where he was going to play – guess it. King Herod. Never a big Culture Club fan, but I am anyway -as a sign of support- going to download his greatest hits to my Spotify library. And hoping to have a chance to buy a concert ticket should Boy George perform in Israel. Kind of reminds me of Bob Dylan’s 1983 song Neighborhood Bully. Also in defense of Israel. I’m going to download that song as well. Although don’t think he was hounded the way Boy George is now. Sign of the times I guess.
+++++
Coming clean. I sometimes find myself chanting, to no one in particular, that snappy little ditty ‘from the river to the sea, Palestine will be free.’ Now why can’t we come up with something as catchy. With such an impressive gene pool of great Jewish songwriters. George Gershwin. Irving Berlin. Burt Bacharach. Carole King. Neil Diamond. Leanard Choen. Paul Simon. Gene Simmons, Amy Winehouse. Bob Dylan. And yes, even the Buddhist Boy George. And still… gurnish! No wonder we’re losing the global PR battle
(August 8, 2026) Outside Basimta Café in Central Jerusalem. Love the red shirt against a tiny sea of black. Not sure I am shrugging because of the ultra-orthodox uproar over a Jerusalem café operating on Shabbat or the lack of an ultra-orthodox uproar over a Jerusalem café operating on Shabbat. For the last six weeks Israeli headlines shouted about the cafe chaos. With the ultra-religious blocking entrances and storming the café. While shouting ‘Shabbos! Shabbos!’ Upsetting the secular amongst us just wanting to enjoy our Saturday iced matchas. So the wife and I thought we would check it out. And. Yes. Buy something to support the business. Uproar. Not. Blocked entrances. Not. Storming the café. Not. Albeit there were police barriers separating the devout protesters from the coffee drinkers. The protesters being just a few dozen black clad, pious Jews. Mostly teenagers. And yes. Shouting ‘Shabbos! Shabbos!’ Certainly underwhelming in its reported mayhem. Reminds me of the famous saying misattributed to Mark Twain – “If you don’t read the newspaper, you’re uninformed. If you do, you’re misinformed.” But I did enjoy my iced matcha.
(August 6, 2026) Here we go again. Another round of forever negotiations. As someone who negotiates for a living. The way things are going in the straits. If I had to recommend a book on the subject to a new hire. Between The Art of the Deal, A Presidential Edition by Donald J. Trump or The Real Art of the Deal by the Mullahs of Iran with a special forward by the IRGC. Well. I would choose the latter.
(August 3) Bravo Yoav Segalovitz, Liberal Yesh Atid MK and Monsour Abbas, United Arab Ra’am MK and party head. For breaking a glass ceiling where a Jewish lawmaker joins an Arab political party. No less a political earthquake in my little shtetl. Which can significantly impact coalition block arithmetic and posturing and strategy in the upcoming elections. Now Ra’am can be considered a legitimate ‘Zionist’ partner when forming coalition blocks and potentially pushing the ‘center left/right’ party over the 60 seat majority threshold. In our crazy parliamentary democracy defined by a multi-party (about fourteen!!), proportional representation system. To paraphrase Winston Churchill, Israel’s proportional representation model of governance is the best parliamentary democracy system except for all other forms of working democracies. Stay tuned for more amateurish political musings as we move towards Israel’s 26th national election – five of them held since 2019.
(August 1) Although both sides say they are open to diplomacy. Neither really trusts the other. And American military action, or its threat, continues. I read headlines in the middle of the night -it’s a nervous habit lately– that the Dynamic Duo of Trump and Netanyahu may again strike in unison. Possibly this weekend. Yikes! Prompting me, at 2:30 AM, to dash around the house stocking my safe room. Bottled water. Canned food. Medicines. Documents. The beat goes on….
If it’s crazy here. It’s insane in Italy. With a recent online ‘Jew Hunt’ in the Milan area. Before being removed, the digital forms urged reportings of Israelis and Italian Jews staying in local hotels. The infamous Global Sumud Movement -yes, the one coordinating ‘peace and humanitarian’ flotillas to Gaza- was somehow connected. Although they deny involvement?! This deranged decree was looking to identify Zionist tourism and Zionist neo-colonization in Italy. I’ll stick with stocking the saferoom.
Then there’s New York Mayor Mamdani, a Global Sumud Movement supporter, threatening to arrest Prime Minister Netanyahu if he comes to New York. But since discovered he has no legal right for such a grandstanding, antisemitic, anti-Israel, anti-Western, anti-democratic antic. Maybe Mandami should be arrested! Or at least impeached. For being a grandstanding, antisemitic, anti-Israel, anti-Western, anti-democratic mayor.
Here’s a post Bruce sent us Friday, July 31:
WARTIME MUSINGS
Should credible threats against FLOTUS and ‘FSOTUS’ (first son..) not be justification to attack first.
As for yesterday’s summit. Netanyahu really can’t win. Explainer. If Trump now attacks without victory its ’cause of Netanyahu. If Trump now attacks with victory its ’cause of Trump. And, in Israel, if Trump doesn’t attack -victory or not- Netanyahu failed in his eighth meeting with Trump. And if Trump does attack -victory or not- half the country will vilify Bibi anyway. Missing a permutation?
Ya. I know. Kinda’ need a definition of victory for that musing to work.
And here in my little shtetle. We go to sleep unsure if there will be a code red in the middle of the night. And if not. We wake up thinking it will be tonight. How do you define stress?
Seemed like an appropriate way to end this musing.
Bruce Brown is a former Winnipegger who made aliyah to Israel over 35 years ago. Bruce first began writing for us – in his own inimitable style, in 2012, during what was known as “Operation Pillar of Defense.” His occasional musings on aspects of life in Israel that were far from what you’d typically read in other reports from Israel were hugely popular – both in the print Jewish Post & News and on this website.
We’re now glad to report that Bruce is back writing for us – this time on a regular basis. We will post Bruce’s reports as they arrive – with the date of each post at the beginning of that post.
Here’s some information about Bruce – and awards he’s received for his writing:
Bruce Brown. Canadian born. Now living in Israel (for a long time). Bruce works in Israel’s hi-tech sector by day and, in spurts, is a somewhat inspired writer by night. He received the Americal Jewish Press Association’s award for writing excellence in 2019 and 2015. And wrote the1998 satire, “An Israeli is….”. Bruce’s visuals are AI-assisted and created with ChatGPT under his inimitable visual concept and creative direction. Bruce’s musings are political, social, economic and personal. With lots of biting, contrarian, sardonic, irreverent and mischievous insights.
