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Born: Sep 03, 1956

Date of Passing: Jun 21, 2023

Offer Condolences or Memory Make a donation to CancerCare Manitoba Foundation CancerCare Manitoba Foundation

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September 3, 1956 – June 21, 2023

“Our Doug”

On Wednesday, June 21, 2023, the world became a little dimmer after losing Douglas Arnold Chestley. It is with wounded hearts we announce that “Doug” passed peacefully, surrounded by his loved ones, after battling the beast that is pancreatic cancer for almost seven years.

Doug was born on September 3, 1956, to Joe and Rose Chestley in Melfort, SK, the baby of the family of five siblings. Growing up in small town Saskatchewan was where Doug’s athletic spark was lit. It first started when he would run after his brothers on their bikes, and continued as he carved up frozen ponds and rinks on his skates. The cold prairie winters were where his passion and love of hockey were stoked. He proudly adorned the number 9 on the back of his black and yellow jersey which made him a lifelong Boston Bruins fan. At the age of 12, Doug moved to Winnipeg with his family where he continued to thrive as an exemplary athlete. Doug excelled in many sports but was best known as an outstanding hockey player and for breaking records in sprinting and javelin events at track and field.

After graduating from Kildonan East Collegiate in 1974, Doug capitalized on his natural charisma and charm to enter the world of sales and sales management. Doug spent 20 years working for Mitchell’s Gourmet Foods before seeking a new opportunity where he spent 19 years working as a district sales manager at Burnbrae Farms. During his career, he excelled by smashing sales goals and records. However, it was the long-lasting friendships and relationships that Doug fostered that were his greatest achievements. He was well-loved by those that worked with him as he approached every situation with a jovial good nature and unforgettable humour, even referring to himself as the “Wiener Salesman” and later in his career as the “Egg Man”. He treated people as he wished to be treated with kindness and respect.

In 1981, Doug met the love of his life, Darlene, and in 1985, they were married. Doug was a loving husband who wholeheartedly cherished and possessed a deep-rooted love for Darlene that knew no bounds. Together, they navigated life's joys and tribulations. Doug and Darlene brought into this world two beautiful daughters, Taeyo and Seylene. Doug loved and cherished his daughters. He took pride in being a loving and attentive Father that had an unwavering devotion to his girls. As a father, his presence illuminated Taeyo and Seylene’s lives in immeasurable ways. Countless times he would drop everything to help his girls out with something as simple as a ride or a much-needed pep talk. He was their coach, their confidant, and their rock. More than anything Doug loved spending time with his family. Whether it would be packing up the RV, golfing, travelling to Lake Havasu, being at the cabin, fishing, boating, hunting, and most importantly building fires that were feats of engineering to share his many stories and jokes around.

In early September 2016, Doug received the devastating diagnosis of pancreatic cancer. However, this did nothing more than bring out the fighter in Doug. He faced this disease head-on, with the mantra of “not today” and chose to live and never let his disease phase him. He would receive chemotherapy one minute and be on the golf course the next. He made it his mission to stay positive and share that positivity with everyone around him. He became a beacon of hope in the oncology ward, constantly bringing smiles to the patients and staff with his good humour and costumes, dressing up as Santa Claus, the Hanson brothers (Slapshot), the Covid buster, and many more. Cancer never stopped Doug from continuing to do the things he loved and spreading joy to the people he loved.

Doug was predeceased by his parents (Joe and Rose), in-laws (Al and Mary), and his sister-in-law (Susan).

Doug leaves behind his loving wife, Darlene, his daughters, Taeyo (Andrew), Seylene (Keaffor), his siblings, Glenn (Val), Eleanore, Don, and Gwen (Ted), his cousins, especially Lynn (Doug), his many nieces and nephews, his special friends (Jack and Bill) and his beloved dogs (Crumbs, Boston, Vader, and Ripley).

The family would like to extend a special thanks to the oncology team at Victoria Hospital, especially Dr. Kim, Dr. Breshara, Elvira, and Karen. Your kindness and compassion meant the world to Doug.

Cremation has taken place and a Celebration of Life will be held on Thursday, July 20, 2023, from 1:00 p.m. to 3:00 p.m. at Rossmere Golf and Country (925 Watt Street, Winnipeg, MB).

If you so wish, donations can be made to CancerCare Manitoba.

Doug was one-of-a-kind and to know him was to love him. You can shed tears because he is gone but Doug would rather you smile when you think of him.

Condolences may be sent to

You will never be forgotten “My Doug”. I Love You Forever, Dar.

Publish Date: Jul 8, 2023




On Wednesday, June 21, 2023, Doug passed away at the St. Boniface Hospital at the age of 66 years.
A longer obituary notice to follow.


Condolences may be sent to

Publish Date: Jun 30, 2023

Make a donation to CancerCare Manitoba Foundation

As published in Winnipeg Free Press on Jun 30, 2023, Jul 01, 2023, Jul 08, 2023

Condolences & Memories (11 entries)

  • Condolences to Dar and family. I consider Doug a close personal friend from our days at Mitchell's Gourmet Foods and when he became the Egg Man at Burnbrae. Doug had a great sense of humor and I am going to miss those big bear hugs and that playful kiss on the cheek when he'd greet you. RIP in peace my friend. Wayne & Sal Knutson - Posted by: Wayne Knutson (Friend and coworker ) on: Jul 22, 2023

  • My deepest sympathy to you Darlene and your beautiful girls. My thoughts and prayers are with you all. - Posted by: Dawn Green (Friend/coworker ) on: Jul 17, 2023

  • My deepest sympathy to Darlene and her family at this most difficult. He will be missed. - Posted by: Valerie Boddis (Co-worker and friend of Darlene. ) on: Jul 16, 2023

  • Darlene, Taeyo, and Seylene your husband and father was very proud of the family he has and I am so sorry for your loss. I am so proud to call Doug my "long time" friend who had so many great qualities as a person. Playing sports with Doug (Who was very good at every sport) was always fun. His compete in sports and life was always there. I will miss you my dear friend, thanks for the friendship and constant humor we have enjoyed since our school days. I am very sad but will always be able to have a smile on my face when I think of you or say your name(s) Doug or Johnny Barbados. Love your buddy Murray - Posted by: Murray Binner (Friend) on: Jul 13, 2023

  • Darlene and Family It is with great sadness that this is written. Greg and Doug knew one another for many years. We were so happy to share time with him recently. I have never met a more upbeat person given what he had fought for so long. He will always be in our thoughts. Sincerely, Greg and Chris Urbonas - Posted by: Greg/Chris Urbonas (Life long friend) on: Jul 11, 2023

  • Our deepest and most heartfelt sympathy to your family! Darlene, we are so sorry for your loss of a loving husband and best friend who was taken far too soon. Our prayers are with you and your girls. Love Ray and Darlene - Posted by: Darlene Chubaty (Friends./ Co worker) on: Jul 10, 2023

  • Darlene, Taeyo and Seylene, we are so sorry to hear of Doug's passing. Although we had not seen him for some time, we remember Doug as always smiling and happy; one of those people that truly enjoyed his life. We hope you all find comfort and peace in your memories of him. Our heartfelt condolences are with you and your family. - Posted by: Darren and Cyndi Rutter (Friends) on: Jul 08, 2023

  • Our deepest condolences to Darlene, Taeyo (Andrew) and Seylene (Keaffor). Our thoughts and prayers are with you during this most difficult time. - Posted by: Blair and Diana Jaquet & Family (Family) on: Jul 08, 2023

  • It has been a few years since I had seen Doug. Always friendly, helpful and has a good story to tell. The “egg man” will be forever missed. My condolences to all family and friend’s of Doug - Posted by: Julie Torgrud (Business acquaintance ) on: Jul 08, 2023

  • To Darlene and family We are so sorry to hear of Doug’s passing. Our thoughts are with you all. Ken and Linda Purpur - Posted by: Ken and Linda Purpur (Friends) on: Jul 01, 2023

  • Darlene we are so sorry for your loss. I'm so glad we got to go for dinner with you both not so long ago. Doug put up such a fight it's just not fair he lost the battle. We are thinking of you and your family. Take care and lean on the ones who love you.❤️ - Posted by: Pat and Debbie Mooney (Friend ) on: Jun 30, 2023

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