On Saturday, May 23, 2026, Heaven gained a rowdy angel by the name of Dean Scott Gregory. Dean passed away peacefully, surrounded by his family. A lifelong resident of the Hampton Roads area, he was born to parents Gerald and Carol Gregory.
Dean graduated from Menchville High School in 1986 and from Virginia Tech in 1990. He then became a Professional Civil Engineer for NAVFAC, and after 34 years of diligent service, he retired from federal service and became a government contractor in that very same office. On November 18, 1995, he married the love of his life, Lisa Anne Phillips (now Lisa Anne Gregory), and they had two children: Darrin Robert Gregory (2000) and Abigail Caroline Gregory (2004). Whether he was watching his favorite sports teams, doing projects around the house, or relaxing by the firepit, Dean was always the life of the party wherever he went.
Dean was predeceased by his mother, Carol Gregory, and his Uncle Robert Johnson. He is survived by his father, Gerald Gregory; his wife, Lisa Gregory; his two children, Darrin and Abigail Gregory; his sister, Tamera Tresemer, and her husband, James Tresemer; and their two children, Shaun and Avery Tresemer.
Dean’s Celebration of Life Service will be held on Saturday, May 30th, at 2:00 pm at St. Luke’s United Methodist Church in Yorktown, Virginia. Afterward, a reception at the family home. In lieu of flowers, the family requests donations made to The American Cancer Society.
Dean was a doting husband, loving father, loyal friend, and overall an incredible man. He will be deeply missed by all who knew him.
13 Comments
So sorry to hear of Dean’s passing. He was such a great Hokie, die-hard Redskins and Capitals fan, outstanding roommate, and an even better friend. Extending prayers to his family and friends. He’ll be missed.
Sending love and prayers to you all Lisa.
Dean was one of the nicest, kindest, and friendliest man I’ve ever known. I know he’ll be deeply missed. My condolences to Lisa, Darrin, and Abby at this difficult time.
Sorry for your loss ! Real nice fella and a great neighbor!May he Rest in Peace
Lisa, our thoughts & prayers are with you and Darrin & Abigail at this time. We can only gauge how truly wonderful a man/husband/father Dean was by how so deeply saddened my sister Peg and brother in law Sean are at this moment. God Bless you…
Dean was a great guy. Decent and kind.
I am so saddened to hear of Dean’s passing. I was friends with him at Tech. What a great guy. We had a lot of fun times together. I met him through my roommate Scott Jones who was friends with Dean in high school. My prayers are with all of you in your time of grief.
Dean was an amazing mentor at NAVFAC. I still remember when he and Darrin mowed the grass when the work funding contract was on hold “cause it was needed” and cause he was just that type of guy. I see his greatness in all those he touched.
So sorry to hear about Dean. He was a good friend, fellow Hokie and one of my favorite guys to work with for all of those years at NAVFAC. I am so sorry to be out of town during his Celebration of Life. My heartfelt prayers and condolences go out to Lisa, Darrin, Abi and extended family. He will truly be missed.
Sincerest sympathy to friends and neighbors for many years. I was so shocked and saddened by this news! I will be praying for your family.
Sincere sympathy to the family and former neighbor. I was so shocked and saddened to hear about Dean. You will all be in my prayers!
Dearest Lisa,
It is said that girls often grow up and marry their fathers. If this is so, then you truly did marry your dad.
Both Robert and Dean were what can only be described as exceptionally and exceedingly Good Men. The comparison to how they were both taken so suddenly and tragically is heartbreaking.
I am so, so sorry about this overwhelming loss. My deepest sympathy and my heart goes out to you and Darrin and Abby.
Love,
Deane
I worked for several years with Dean. Dean was super smart, affable, a problem solver, sharing and had a great sense of humor. We will miss him so much. May his memory be a blessing.