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Ainslie Grant Sherman
Posted By Egan Funeral Home On December 2, 2025 @ 3:13 pm In Bolton Area,Obituaries | 26 Comments

Grant Sherman passed away December 1, 2025 at Hospice Vaughan in his 78th year. Beloved father of Jacqueline (Jacky) Bennett and predeceased by Rebecca Tara Clough (2022). Also predeceased by infant brother William (1955). Much loved Papa to Jordynne (Adam), Morgan, Samuel, and Sierra. Dear great-grandfather of Laila. Grant was born to Joseph Moore and Kathleen (Oldham) Sherman on September 1, 1948. After graduation from the University of Guelph, he joined the Region of Peel Land Registry Office. Upon his retirement, he fully enjoyed reuniting with and loving his family, particularly his grandchildren.
Grant was a member of Sandhill United Church until it closed and acted as treasurer for many years. He was on the Board of Directors for Providence Cemetery for years and was Past Master of Peel Masonic Lodge No. 468, Caledon East.
The family will receive their friends at the Egan Funeral Home, 203 Queen St. S. (Hwy. 50), Bolton (905-857-2213) on Thursday evening from 5 – 8 o’clock.
Funeral service will be held in the chapel on Friday morning, December 5 at 11 o’clock.
Following a reception at the funeral home, interment will take place in Providence Cemetery.
Condolences for the family may be offered at www.EganFuneralHome.com
Sending our Simcere Sympathy to
Jacky and her family, from
Roy & Edna Wright
My sincere condolences to Grant’s family
He was a valued member of the community
It was always a pleasure to sit in Lodge with Grant
Rest in Peace Brother
Sending my condolences to a man who always went beyond to help me and my Brother with Land registry issues. He’ll be missed.
Condolences to Grant’s family and friends. He was always a great resource at the Registry Office. I enjoyed his wry sense of humour.
My sincere condolences to Grants family. I worked with Grant at the land registry office for many years. He was such a wonderful colleague and friend. I never saw Grant get angry or stressed out he was always such a gentleman
Sincere condolences to family and friends. Grant was a very good friend. Working and after work socials (land registry baseball team) were always great fun. Grant’s speeches were always told with a great comedic attitude. Miss you my friend. Rest in peace
I had the honour to work with Grant. He was always so kind. He loved his family so much and being a grandfather. You will be missed Grant rest in peace
It was a pleasure getting to know Grant over the last few years. I enjoyed his sense of humour and the way he loved and took care of his family. He will be missed. My condolences to Jacky and the grandkids. May he rest in peace.
Jacky, so sorry to hear of Grant’s passing.
Tough for the community to lose yet another long-time neighbour.
Grant always seemed cheerful when we visited and we are grateful for his support and advice for Christina.
There were many good-natured and funny stories about Grant as told by Jerry during our many years working together.
To be able to get direction and assistance in Peel’s Land titles Office from a familiar face was so helpful. Grant was always so knowledgeful of the systems and so willing to explain the most efficient way to use them.
With my condolences to you, his Family. May Grant rest in peace, knowing he made a significant contribution locally and beyond.
Sorry to hear of Grant’s passing. He was an integral part of our community and Sandhill church. His quiet manner hid a good sense of humour. Grant was a true gentleman.
So sad for your loss! I have many good memories of Grant during high school. He was quiet then and everyone liked him.
Nancy Telfer (nee Lindsey)
So sad for your loss! I have many good memories of Grant during high school. He was quiet then and everyone liked him.
My sincere condolences to Grant’s family. I will always remember Grant from the Land Registry days as the coolest and calmest manager. I can see him smoking his pipe at the side entrance , deep in thought.
He always showed up for everyone in every circumstance. He was so kind and generous. Grant brought so much laughter with his witty humour. It was truly a delight working with him.
Rest in peace
My condolences to Grant’s family and friends. Grant was my manager for many years at the Brampton Land Registry. He was a great person who was very kind, respectful and had a great sense of humour. It was great working with him and I’ll cherish the memories. RIP Grant
Jacky & Family
Thinking of you all during this very sad time.
Grant was our long time neighbour and he will be sadly missed in our Caledon community.
Sending heartfelt thoughts to all of you during this difficult time.
I had the pleasure of working with Grant for several years at the Land Registry Office and as previously noted nothing never seemed to upset Grant nor did he ever get emotional, always even keel with Grant….on a lighter note a few of us piled into his Lincoln and headed to a Blue Jay game , how we ever made it with all that pipe smoke fogging up the windows I’ll never know. Rest in peace Grant.
Sincere condolences to Grant ‘s family. I had the pleasure of working alongside Grant at the Land Registry Office for many years. In work and at social functions outside of the office Grant was great to be around. He was very knowledgeable and such a gentleman . He always had a story to tell and had such a witty sense of humour. He could always find a way to make me laugh.
He will be missed. Rest in peace Grant.
Dear Jacky & Family,
Our sincere condolences on the passing of your Dad/Pappy.
Grant was my Ist cousin on the Sherman side.
Many memories of visiting his parent’s farm while growing up.
Hold onto all the fond memories to help with each passing day.
I worked with Grant at the Brampton Land Registry Office. He wasn’t just my manager, but eventually became a very good friend. I never saw Grant lose his cool…..always calm and relaxed.
He gave the best speeches and always
had something funny to say.. You will be missed by many, many people, especially Jacky and your grandchildren.
RIP Grant….Hugs and kisses ♥️
Was very sorry to hear about Grant’s passing. Thinking of him , Jacky and his Grandchildren during this hard time. I
Sincere condolences to Jacky and family. Very sorry to hear of Grant’s passing. I have many good memories from my youth of visits with cousin Grant and family at their farm. Rest in peace Grant. John Sherman (Calgary)
I was so sorry to hear about your dad, Jacky. Thinking of you and your kids during this sad time.
So sorry to hear about the loss of your Dad, Jacky. Treasure all those special memories. Sincere condolences, Enzo and Gaye
So sorry to hear about your Dad, Jacky. Sincere condolences to you and all your family.
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My condolences to Grant’s family and friends. His decades of service strengthened our community and touched countless lives. He will be deeply missed. His legacy of family and community dedication and kindness will never be forgotten.