Kevin O'Brien
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Kevin R. O'Brien, 58

Rye, NH - Kevin O'Brien, 58, of Rye, NH passed away Tuesday, April 18, 2017, following a brief illness.

He was born in Worcester, Massachusetts to Robert K. and Barbara H. O'Brien. After graduating from Westborough High School he attended college before enlisting in the United States Army. Kevin excelled in the Army, eventually qualifying for the elite Special Forces. Kevin was honorably discharged from the Army in 1987 but remained a member of the Reserve and then the National Guard, including deployment to Afghanistan in 2003.

Kevin worked as a technical writer and software developer for several local companies. He earned a bachelor's degree from the State University of New York and a master's degree from Daniel Webster College. He was a life member of the Experimental Aviation Association and the Special Operations Association.

In 2011, Kevin founded his acclaimed Internet blog,, which made his global circle of friends even wider.

Kevin leaves behind his father, Robert K. O'Brien of Jupiter, Florida; a brother, Brendan R. O'Brien and his wife Julie Grasso of Portsmouth, NH; a nephew, Samuel R. O'Brien, and niece, Gianna L. O'Brien.

Kevin's family will host a celebration of his life on Sunday, June 11 in Rye. For details please email In lieu of flowers, the family requests donations be made to the Green Beret Foundation.

To Plant Memorial Trees in memory, please visit our Sympathy Store.
Published in Worcester Telegram & Gazette from Apr. 30 to May 1, 2017.
Celebration of Life
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12 entries
October 16, 2019
I am a SF VN vet friend of Kevin,and had lost touch with him due to multiple hospitalizations. I just found out yesterday that he had died,and it floored me.
Although we never met in person,we were friends from the SF List,and I considered him to be a brother.

I can only offer my sincere condolences.
Arthur Hines
May 8, 2017
We met Kevin when he first brought his beloved poodle Zac into Club Canine for grooming. What a pair! You could tell Kevin had a special bond with that little rascal. We'll miss your smiling face and funny stories.
Stacey Kimberley Rogers
May 8, 2017
You will be missed on the List by all your SF Brothers. Rest well and fall in with the Great Jumpmaster for a final leap.

An SF Brother
May 8, 2017
May 7, 2017
Happy Days
Close as a Brother, smart as a whip and funny as a Rutle! He will be deeply and sorely missed and is truly irreplaceable.
Todd Sutherland
May 7, 2017
Rest in Peace Brave Warrior! You left us way too soon O'B. I shall always remember you as a good friend. Memories of FLINTLOCK '82 will always bring you to mind. I am very proud to have served with you and called you Brother. As you sit in your great chair in the Halls of Valhalla, think of us as we shall think of and remember you. A final toast to you Brother! Cheers!
Mike Kaminski
May 3, 2017
Thank you for your service and may you rest in peace. My thoughts and prayers are with your family.
The Powers Family
May 2, 2017
RIP Kevin.
Thank you for your service to our Country
God Bless
Linda Gustafson
May 1, 2017
While I did not physically know Kevin, I knew him in my Soul.
My thoughts are with his family and friends.
Major Denzil (Denny) Drewry
5th Special Forces-Vietnam ('68-69)
Moved to Westborough in 1977
May 1, 2017
So sorry for your loss...may he RIP!
Dawn Perry-Glasier
May 1, 2017
Though our grateful nation mourns with you in your loss, we can only feel a small part of the loss you are experiencing.

Your loved one will always be a part of our country's story. As such, their sacrifice on behalf of our nation will always be honored.

In deepest sympathy.
A Grateful American
April 30, 2017

We are sorry for your loss. Our thougts and prayers are with you and the family. Kevin is now in heaven with his beloved mother Barbara wathching over us.

With sincere condolences,

Nick and Anna
Nick Monfreda
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