Thomas Jackson

Thomas Gregory Jackson

Monday, October 19, 1987 - Sunday, May 10, 2020
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Thomas Gregory Jackson

Thomas Gregory Jackson, 32, a resident of Chesapeake, VA passed away on Sunday, May 10, 2020 at his home in Chesapeake.

Born on October 19, 1987 in Havelock, NC he was the son of Gregory A. and Elizabeth (Yale) Jackson of Chesapeake, VA. Thomas was a graduate of Kempsville High School class of 2006. In 2010, Thomas graduated from Old Dominion University receiving bachelor’s degrees in both accounting and finance. Despite his bachelor’s degrees and a license to practice in real estate, he pursued establishing a more labor-intensive business of his own, providing moving and hauling services as well as pool repair work and other “hands on” work.

To everyone Thomas knew and met, he will be remembered as a fun-loving and passionate soul who could uplift with his intellectual and warm conversation. He loved the outdoors especially hiking and fishing. Thomas was an avid soccer player, playing on travel teams and his varsity high school team. He loved spending summers on his grandparents' dairy farm and with his black labs, Toby and Maxx.

In addition to his parents, Thomas is survived by his fiancé, Holly Elizabeth of Richmond, VA and a brother, Ben Jackson. Cherishing his memory also are his paternal grandfather, Les Jackson; Uncle Steve Jackson and wife Marti and their children, Hayley, Zack, and Sam; Uncle Scott Jackson and wife Donna and their children, Patrick James and Madison; Aunt Beth (Jackson) Morgan and her husband Dennis and their children, Jackson, Denny, and Henry; and Uncle Mike Yale and his children Trevor, Erica, and Jessy, and his wife Patti. He was predeceased by his maternal grandparents, Ralph and Rita Yale and paternal grandmother, Pat Jackson.

Visitation will be private. A graveside service and burial will be held at 1 P.M. on Wednesday, May 20, 2020 at Sacred Heart Cemetery, Flanders Lane, Kent, CT with Rev. R. Kent Wilson Officiating. Memorial contributions may be made to the American Heart Association 4669 South Blvd #103, Virginia Beach, VA 23452. To send the family an online condolence, please visit
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Service Details

  • Service

    Wednesday, May 20, 2020 | 1:00pm
    Wednesday, May 20, 2020 1:00pm
    Sacred Heart Cemetery
    Flanders Lane
    KENT, CT
    Get Directions: View Map | Text | Email
    Fr. Kent Wilson
  • Interment

    Sacred Heart Cemetery
    Flanders Road
    KENT, CT
    Get Directions: View Map | Text | Email


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The Vanguard Team

Posted at 11:35am
Please accept our most heartfelt sympathies for your loss... Our thoughts are with you and your family during this difficult time.
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A memorial tree was planted in the memory of Thomas Jackson — Plant a Tree Now

Stephanie Cecelia

Posted at 01:00am
In living memory of Thomas Jackson. May it be graced with soft rains, the warmth of sunshine and provide shelter for nesting birds. Stephanie Francis
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A memorial tree was planted in the memory of Thomas Jackson — Plant a Tree Now

Julie Brown

Posted at 03:22pm
I am so sorry to hear this on the Kempsville High Tribute site. I did not know Thomas but my heart goes out to his family and friends. He is very young, and forever young.

Julie C. Brown
Class of 1975

Tasha Boco

Posted at 10:54am
Hi My name is Tasha , we didn't get the chance to meet , I heard a lot about you from Holly.she spoke very highly of you & shared memories .you Will always be my peep .I promise to be here for Holly & family # My peeps.

Kevin Denson

Posted at 07:54am
Betsy and family,
I am so sorry to hear of Thomas' passing. I have many fond soccer memories from his days at Kempsville. He speed was unmatched on the field and he caring and friendly persona unmatched off the field. Thoughts and prayers to all of you and hopefully you will find comfort in the many memories of his life.
Kevin Denson

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