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Jeffery Matthews Obituary

Jeffery Matthews

January 28, 2026

Jeffery Warren Matthews, 52, born in Ashland, VA, passed peacefully on Wednesday, January 28, 2026. Jeff was preceded in death by his father, Grover Matthews. He is survived by his mother and stepfather, Janice and Lowell Kennedy; his brother, Les Matthews; and his aunt, Sandra Jones. Jeff had a beautiful soul and was a friend to everyone he ever met. In memory of Jeff, reach out to someone in need and make their life better. A celebration of life will be held at a later date.
Published by Richmond Times-Dispatch on Feb. 4, 2026.

Memories and Condolences
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Michelle McCarthy Dawson

February 25, 2026

I met Jeff in Art Class when he moved to my high school - we became fast friends we always had fun and laughed! Unfortunately through the years we lost touch I ran into him at a art/craft show and it was just like we didn't skip a beat and think I sat there for a couple hours catching up. There isn't a single high school memory that doesn't have him in it. Sending much love to all of his family and friends! He was truly something!

Sandy Spicer-Glave

February 18, 2026

I am saddened to hear of Jeffery´s passing. I first met him as a server at The Ironhorse Restaurant in Ashland. No one could light up a room like Jeffery! He was warm and funny and full of energy. He truly will be missed!

Judith Dickinson

February 16, 2026

We knew Jeff from The Table ... he was always our server and always turned our "dinner out" into a hilarious celebration. Always full of joy and fun ... he will be sadly missed and remembered with such fond memories.

Judy Faust

February 12, 2026

My heart breaks. Jeffie was such a kind soul

Sean Powell

February 6, 2026

I worked with Jeff back in the day at Structure, which became men's Express. He was always so much fun to close with and I'll never forget some of the crazy antics we would get into. I will always appreciate the time I was with him and the memories we made at Structure and Godfrey's.

Nancy Durham Penrose

February 5, 2026

Jeff was a sweet and happy person. I´ve known him since he was a little boy. Always enjoyed being with him. He was a friend of my daughters in high school and his family has been friends of ours for years. He will greatly be missed.

MIchelle Preskar

February 5, 2026

Jeff and I were roommates back in the 90's.
Always colorful and entertaining!
He will be fondly remembered.

Charles Cooper

February 5, 2026

I will never visit the Iron Horse in Ashland again without remembering Jeff. Come to think of it I might not ever visit Ashland again without remembering him. Jeff took joy and being himself which there is something to be said for that in the world that doesn´t tolerate much outside of the norm. Jeff lived there and lived well.

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