Robert Bennett

Robert Gilbert Bennett Sr.

Saturday, October 26th, 1929 - Wednesday, December 4th, 2019
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Robert Gilbert Bennett, Sr.
Better known as Boley to his friends and Pop to his family

Pop fell into eternal slumber on the morning of December 4, 2019. He made it 9 decades! He and his four children, their spouses and a grandson celebrated his 90th birthday last month at the racino in Saratoga. We all came out winners that day – he with the slots and us having the day with him.

Never one to take life too seriously, Boley had a loud, gregarious laugh that would knock you off your chair if you didn’t know him. We’ll miss it. He had a comment for everyone and a joke for every situation. Pop could often be found having coffee mid-morning at Jean’s in Hoosick Falls and in earlier years at Friendly’s with his group of friends in Bennington. He was an all around funny, flirty, friendly and old-fashioned guy.

A life-long resident of Bennington, which suited him just fine, Pop was born on Oct. 26, 1929 at Putnam Memorial Hospital (now SVMC) to Barbara Cutler Robinson Bennett and Ralph R. Bennett, Sr. He was the youngest of two sons and was predeceased by his brother Ralph Bennett. His mother and our beloved Lil Gram died in 1995, leaving an empty space in all our hearts.

Boley served in the U.S. Air Force as a young adult and was honorably discharged in 1959 after more than six years of service. He was a jack of all trades and had his own business – Bennett Construction – all of his life. At one time he owned a thoroughbred horse that he exercised at Burgess Brothers sulky track and raced at the Pownal Racetrack. He loved the ponies and was happy go lucky when it came to gambling. He was a Mason and a Shriner for many years. He played the trumpet in the Battleday parades and was a jester, though we don’t know much about his antics there because it was a top secret society. We assume there were lots of laughs, however.

He married Beverly Moore in 1960 in Bennington. He leaves a daughter Barbara (Andrew) White and a son Robert Jr. (Linda) Bennett. He later married Ruth Schiemenz and leaves two daughters, Melissa (Todd) Rogers and Penny (Eric) Mattson. His family has grown greatly over the years and he leaves behind 9 grandchildren Jared, Elijah, Kristi, Ethan, Soyer, Lucas, Baxter, Alayna and Myles. He had 7 great grandchildren: Arianna, Jake, Gryffin, Riley, Morgan, Greyson and Kenny. He also leaves his brother’s three children Ralph III, Peter, Stephen and Mary Beth.

We will truly miss Pop’s twinkling blue eyes and infectious laughter. He was a reliable and understanding father and a proud grandfather and great grandfather. We mourn the loss of our patriarch. If asked, we’re sure he’d say, “I had a great life.”

Friends may call at the Mahar and Son Funeral Home in Bennington on Sunday December 8, 2019 from 1:00 to 3:00 p.m.

The burial with military honors will take place in the family lot at the Old Bennington Cemetery at the convenience of the family.

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Service Details

  • Visitation

    Sunday, December 8th, 2019 | 1:00pm - 3:00pm
    Sunday, December 8th, 2019 1:00pm - 3:00pm
    E. P. Mahar and Son Funeral Home
    628 Main Street
    Bennington, Vermont 05201
    Get Directions: View Map | Text | Email
  • Service

    Sunday, December 8th, 2019 |
    Sunday, December 8th, 2019
    E. P. Mahar and Son Funeral Home
    628 Main Street
    Bennington, Vermont 05201
    Get Directions: View Map | Text | Email
  • Interment

    Old Bennington Cemetery
    Address Not Available
    Bennington, Vermont 05201
    Get Directions: View Map | Text | Email


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Private Condolence
Your NYSSBA colleagues and the Board of Directors sent flowers to the family of Robert Gilbert Bennett Sr..
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Al Marlin

Posted at 08:21am
My sympathy to my work colleague Barb and to her family, friends and relatives. Barb, your dad lived a full life. -Al

Your NYSSBA colleagues and the Board of Directors

Posted at 08:05am
Barbara- We are thinking of you at this difficult time. May the memories of your father be of comfort to you and your entire family.
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Your NYSSBA colleagues and the Board of Directors purchased flowers for the family of Robert Bennett. Send Flowers

Nora Natale

Posted at 05:53am
Dear Bennett Family, I remember Boley from my waitressing days at Friendly’s in the early 90’s. That smile; his laugh; those jokes. What a gregarious, fun loving guy. Reminds me of my own Dad. Men like Boley and my dad are sorely missed for all the joy and laughter they brought to our lives. I am truly sorry for your loss. Nora Buck Natale

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