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Obituaries

DR. BARRY CAPLAN

Barry Caplan edited 1It is with deep sadness that we announce the passing of Barry Caplan on June 2, 2017, at the age of 84, after a short, but courageous, battle with cancer.

Barry is survived by his loving wife, Sandra; children, Susan Billinkoff (Errol), Bruce Caplan (Sheri Winters) and David Caplan (Cindy Switzer); and grandchildren, Jordan and Asher Billinkoff, Maia and Annie Caplan, and Max and Layla Switzer-Caplan. He is also survived by his sisters, Sandra Ciarrocchi (Ray) and Gail Bender (Earl); sisters-in-law, Marcia Glazerman and Philipa Caplan, cousin and dear friend, Aubrey Caplan; and many nieces and nephews. He was predeceased by his parents Max and Annette (Stall) Caplan; in-laws, Bertha and Allan Glazerman; and brother-in-law, Fred Glazerman.
Barry was a “gentleman”, a “gentle man”, and a “mensch”. He grew up on McAdam Avenue and attended school at Machray, Luxton and St. John’s High. Barry’s natural artistic talent emerged at an early age and one of his favourite pastimes was creating his own comic strip characters, all precisely rendered with pen and ink. He also wrote accompanying stories, producing incredible works of animated fiction. Barry credited his parents with instilling and nurturing in him a lifelong love of literature, history, art, poetry, and music.
Notwithstanding his passion for the arts and humanities, Barry’s formal education took him down another path, medicine. He graduated from the University of Manitoba’s Medical School in 1957, interned and completed a one year fellowship in pathology at the Winnipeg General Hospital (now Health Sciences Centre), and then moved to California where he completed a residency in urology at U.C.L.A. in 1963. After moving back to Winnipeg, Barry began his medical practice in the Boyd Building and later opened a new office in the Medical Arts together with fellow urologist, Dr. Alan Decter. He and Alan shared a long and happy professional association and friendship. Barry was known as a kind, caring, and compassionate doctor. He was devoted to his patients and always went the extra mile, ensuring that those in his charge received the best care possible. In addition to his practice, Barry served as a urological consultant to the St. Boniface Clinic and taught at the University of Manitoba’s Medical Faculty for over 30 years.
On June 21, 1959 Barry married his soul mate, Sandra Glazerman. Sandra knew that Barry was the love of her life and he was equally smitten, declaring at their wedding that their profound love would endure “beyond the limits of time with the brightness and freshness with which it blossomed on that day”.
Family was important to Barry and he shared special relationships with each of his children. Some of his happiest memories were of time spent on family vacations. He enthusiastically welcomed new members into the Caplan family, including his children’s spouses and their families, and, eventually, six grandchildren, each of whom he adored.
During their married life Sandra and Barry enjoyed Winnipeg’s rich cultural offerings, including the opera, symphony, ballet, and theatre. They also travelled extensively, savouring each experience, and always coming home ready to plan their next adventure.
After retiring at 68, Barry went back to university, enrolling in as many sessions as his schedule – and Sandra – would permit. He studied a wide variety of subjects and worked long hours on papers and art projects. He loved hearing his professors’ views on politics and currents events, and they all respected his sage opinions and views of the world. He continued to pursue his fine arts studies at their winter home in St. Petersburg, Florida, where they enjoyed the company of a new circle of friends, the warm weather, and the vibrant arts and cultural scene.
Barry was deeply touched by the many family and friends who came to his 80th birthday celebration. In his speech he thanked Sandra for her unconditional love and super human efforts on his behalf during the vicissitudes of their, then, 53 years together. In the end, it was Sandra’s devotion to Barry that allowed him to live comfortably at home until the last week of his life. Her dedication to his well-being at all times and, in particular, when his health declined rapidly and gravely, was a testament to her great love for him.
Heartfelt thanks to Rabbi Alan Green for providing support and comfort to Barry in his final days, to Dr. George Balko for his expertise and compassion, and to Dr. Bob Steinberg for his kindness and friendship.
Funeral services, officiated by Rabbi Green and Cantor Mass, were held at the Shaarey Zedek Synagogue on June 5, 2017. Pallbearers were Errol, Jordan, and Asher Billinkoff; Daniel and Alyn Glazerman; and Randy Bender. Honorary pallbearers were Dick Bell, Earl Bender, Lou Billinkoff, Aubrey Caplan, Bob Weinerman and Edward Winters.
Barry’s passing leaves a void in the essence of the Earth. We will miss him dearly and will strive to live by his example. He will be forever in our hearts.

Now cracks a noble heart. Good night sweet prince;
And flights of Angels sing thee to thy rest!
(Shakespeare, Hamlet)

If desired, donations may be made to a charity of one’s choice.

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Obituaries

BARBARA ELAINE WINESTOCK

Barbara Elaine Winestock, maiden name Block, was born on the 27th of May 1951 to parents, Hymie and Gertie Block. She grew up in Hodgson, Manitoba and then Winnipeg’s north end with her parents and younger sister Ava. In short, Barbara was chaos.

In 1980, she married Larry Winestock, who she had met only months prior. When they remembered their plane tickets, the two traveled around the world and when they remembered their luggage, they did so with clothing. They were chronically late, habitually unprepared and perpetually entertaining. Their love was sincere and their fights were like cats and dogs with rabies. Their family would be completed after years of trying to adopt, when they got the “once in a lifetime” opportunity twice, adopting Gabriel in 1989 and Bailey in 1992.

Barbara was so many things to so many people. She did so much throughout her life. She sold advertising spots for CKRC, she taught at the Rady Centre, she sewed, she gardened, she painted and so much more. She was loud, outgoing and made friends everywhere she went.

In 2019 she was diagnosed with brain cancer and given a prognosis of 11 months. This impending date was however not enough to overwhelm her aforementioned chronic lateness. She wouldn’t make this appointment for another six years. She beat it for so long.

Barbara passed away on September 21, 2025. Due to the impending holidays the funeral was held on the 22nd of September at the Shaarey Zedek Cemetery. We miss you Bobs.

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Obituaries

KEVIN ROSEN

It is with heavy hearts that we announce the passing of Kevin Rosen, aged 54, on Thursday, December 18, 2025, following a determined and courageous battle with ALS. Kevin was the beloved son of Harvey Rosen (z”l) and Judy Goodman, loving husband of Judi Price-Rosen, devoted father of Emery, cherished brother of Pam, and special brother-in-law of Barbi and Jared Green. He was also the proud uncle of Stella, Jakob, Miranda and Micah, a treasured cousin, and a loyal friend to so many.

Kevin was born in Winnipeg and grew up in Garden City where he attended Talmud Torah, Jefferson Junior High and Garden City Collegiate. He graduated from the University of Manitoba in 1996 with an Honours degree in Commerce and soon after, headed to Toronto. It was there that he met the love of his life, Judi, and they married in 2000. Soon after their wedding, the newlyweds returned to Winnipeg to start their new life together. For 25 years, their love for each other remained unwavering and strong. Kevin’s calm demeanor and his remarkable ability to find humour in any situation helped them weather life’s challenges together.

In 2006, Judi and Kevin became a family with the birth of their son, Emery. Kevin’s greatest joy was being a dad and fatherhood came naturally to him. He parented with patience, empathy and gentle guidance. Whether it was watching cartoons and funny TikTok clips together, or a surprise trip to Toronto to take in a Blue Jays game, Kevin always made “father-son time” a priority.

Kevin had a long and successful career in marketing and communications that began in Toronto, and continued in Winnipeg at Gateway Publishing. Most of his employment experience was in higher education. He was hired as Marketing Manager at Red River College in 2004, and in 2012, reached the pinnacle of his career as Executive Director of Marketing and Communications at the University of Winnipeg. Kevin led with integrity and humility and genuinely cared about the people he supervised. He was respected and well-liked by his colleagues and many remained in close touch after his early retirement.

Kevin was also an avid runner who completed seven full marathons. For years, he had trained his body and mind to push through that last gruelling mile with tenacity and intense focus. Like his favorite movie hero Rocky Balboa, Kevin was built for an epic fight. Little did he know that in his case, the stakes would be so much higher. The fight of Kevin’s life – and for his life – began with a diagnosis of ALS just months before he turned 50.

ALS may have changed his life, but Kevin never let it define him. He remained fiercely independent, continued to nurture relationships with family and friends, and welcomed visitors with a playful smile, a joke, and incredible patience. Even after he lost the ability to speak, Kevin’s quirky sense of humor remained, shining through via text, his computerized surrogate voice, and that signature glint in his eyes.

He was kindness personified. A wonderful listener. Loyal. Thoughtful. Humble. A true mensch.

To paraphrase his late father, we all won the lottery of life for having had the privilege of knowing and loving Kevin Rosen.

The family extends their heartfelt gratitude to the many doctors, nurses and specialists involved in Kevin’s care: the staff at the Motor Neuron Clinic, his WRHA Palliative Care Team, Diana at the ALS Society of Manitoba, “Smoky” Lisa and Brenda. Sincere appreciation to Harsh, Maggie, Avya and Harleen who honoured Kevin’s dignity and provided companionship at the most difficult stage of his illness.

Donations in Kevin’s memory can be made to the ALS Society of Manitoba or the University of Winnipeg.

A Celebration of Life is planned for the spring of 2026.

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Obituaries

ALAN LEVY

On January 6, Alan Levy, age 71, died at Grace Hospital with his wife and daughters by his side. 

Born and raised in Winnipeg, Manitoba, Alan spent his childhood in the North End and later moved to River Heights, where his family settled on Brock Street.

After studying in Winnipeg and Tel Aviv, Alan moved to Toronto, where he lived for over 30 years. It was in Toronto where he raised a family with his first wife, Sylvia Bashevkin, worked in public sector human resources and fell in love with Chinese food.

In 2017, after brief stints as an academic in Regina and Brandon, Alan moved back home to the Peg, where he spent many fulfilling years with his devoted wife of 20 years, Cheryl Karlinsky, and their loving dogs. In his later career, he was appointed to the Labour Relations Board of Canada where he served as a skilled adjudicator and proud Canadian. 

Alan was endlessly proud of his family, daughters Dalia Levy and Aviva Levy (Adam Walman) of Toronto, and two grandsons, Jonah and Ethan. 

Predeceased by his parents Sheldon and Audrey Levy (nee Myers) of Winnipeg, Alan was a dedicated news junkie with a sharp sense of humour. He thrived most when discussing current events, cracking jokes and debating geopolitical crises. Much to his family’s frustration, he would stay up all night glued to the news, and they’d wake up to endless articles he’d shared the night before. 

Alan had an exceptionally strong spirit of generosity and focus on ‘tikkun olam’ – repairing the world, which lives on in his children and grandchildren. His family is grateful to the staff at Simkin for providing him with a phenomenal level of care over the last few years, especially Dr. Chung and Sara Reid, Assistant Director of Care. Special thanks to Paul, Victor and Almaze, his kind and patient caregivers. 

The funeral took place at Chesed Shel Emes on January 8. 

Donations in his memory can be made to The Saul and Claribel Simkin Centre https://www.simkincentre.ca.

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