Over the course of a career, there are only a handful of people whose influence truly changes the way you think, work, and approach life. Derek was one of those people for me. I met him when he came to Virginia to take an assessor role, and what began as a professional relationship quickly grew into a trusted friendship. Whenever difficult assessment issues arose, Derek was one of the first people I turned to. He had an incredible ability to simplify complex situations.

Derek’s expertise in the assessment field was remarkable. He successfully implemented modern assessment software and procedures in two Virginia localities while assisting countless others throughout the state. Derek didn’t just maintain systems — he transformed them, leaving a lasting impact on the communities he served. His knowledge and innovation earned him respect across the assessment community, and he frequently shared that expertise as a speaker at both IAAO and VAAO conferences.

As impressive as his professional accomplishments were, what stood out most to me was the kind of person Derek was. He was thoughtful, genuine, funny, and incredibly generous with his time. He had a way of making conversations memorable, whether discussing assessment matters or simply talking about life. He brought energy and authenticity everywhere he went.

Above all else, Derek loved his family deeply. No matter how dedicated he was to his work, it was always clear that Amy, Olivia, and Payton were the center of his world. Derek's decisions, goals, and sacrifices were grounded in his desire to serve his family. No professional accomplishment ever mattered more to him than being a devoted husband and father.

Derek’s legacy will live on through the people he mentored, the communities he improved, the profession he helped advance, and the friendships he built along the way. I will always be grateful for his friendship, guidance, and the many conversations we shared over the years. He will be deeply missed.

There are some people who come into your life through work, and somehow become so much more. Derek was one of those people for me.

We met when he was hired as the County Assessor for Gloucester, while I was serving as IT Director. From day one, we worked side by side to improve the county’s mass appraisal process. Derek was a true expert in his field, and I had the privilege of seeing that up close. There were long days—sometimes 12 hours or more—spent building, refining, and problem-solving together. It was a challenging and turbulent time, but through it, we built something that went far beyond a professional partnership.

We became like brothers.

Even after we both moved on to serve other localities, that connection never faded. We stayed in touch, checking in on each other and our families, always able to pick up right where we left off. That kind of friendship is rare, and I will always be grateful for it.

Derek had a true servant’s heart. He gave so much of himself to the communities he served, and he did it with integrity, dedication, and care. His impact will be felt for years to come.

I will miss my friend—my brother from another mother—more than words can express.

My heart is with Amy, Olivia, and Payton during this incredibly difficult time.

It's hard to believe that someone with such a light is no longer with us. Derek's leadership, commitment and beautiful energy will be forever missed in the appraisal community and beyond. He added value in every room he entered. My deepest condolences to Derek's family and close friends.

I had a special relationship with Derek - he was my nephew, we had the same birthday, along with his brother Rob, and we both held the IAAO's  AAS designation. I know how hard it is to attain that. To read what a titan he was in the assessment industry makes me proud. My sympathies to the family and his friends for this great loss.

It is hard to believe that someone with such an exuberant personality has passed. I had the privilege of working with Derek in Gloucester. He was an incredible leader, mentor, and friend. From his love of 90’s R&B music to his quirky sense of humor and fondness for giving everyone nicknames, he had a way of making the most challenging of environments fun. Derek was also extremely smart. He had a real passion and excitement for his work, but it is his genuine and fun-loving spirit that I will miss the most.  My sincere condolences go out to his wife, son, & daughter.  He will truly be missed.

Derek Green will be deeply missed as a respected member of the assessment community. His bright smile, loving heart, and unforgettable stories—especially of his family and rollerblading and cycling the Capital Trail—brought joy to all who knew him. We lost a cherished statistician, colleague, and friend. Rest in peace, Derek. You lived your life fully, and we will always carry your light, your laughter, and your spirit with us.

Derek was one of the most kind and helpful colleagues I have ever befriended in my 46 years in the profession.  He will be missed for his immense knowledge and more so as a friend.  My heart goes out to all of his loved ones.

My sweet little Derek! I spent countless hours with him as his favorite Aunt.😉. He was one of the most determined humans I know.  Fun and oh so smart. My heart breaks for all that knew and love him. May his memory be a blessing. Love, Aunt Amy

Derek was an incredible leader and an even better person.  He will surely be missed by all of us in the mass appraisal profession and our VAAO colleagues.  Thoughts and prayers are with his family and close ones.  -Kevin Prine

Words will never fully express how grateful I am to have known Derek. He was truly one of the most loving, encouraging, and intelligent people I have ever met.

Derek was always excited to share his latest idea or innovation at the office. There was never a dull moment when he was around. His upbeat, positive attitude had a way of lifting everyone around him, no matter the situation.

I will deeply miss our morning conversations, where we talked about everything under the sun—from how proud he was of Payton to whatever modifications we were planning for our trucks next. Those are memories I will always cherish, and I will do my very best to honor his memory.

I met Derik a couple weeks ago when he was helping his son move. Both of them could be considered "peas and carrots" as they compliment each other so well. Derik was in good spirits and excited for his son's next military command. He was moving furniture and rocking it like a pro. 

I'm grateful to my higher power for my recent connection. Whatever his religious beliefs, I know his Higher Power has welcomed and enveloped him with love.  

My love is endless for his family.

Just one of the funniest guys I've ever been around.  He was a big part of my life and will be missed dearly! Prayers to Johnny, Natalie, Mary, and the rest of his family.

I am without words.  A tragic loss far too soon.

Very saddened to hear of Derek's passing. Derek took a chance on hiring me without any prior experience in the assessment field in 2012. I learned a lot from him and there were times when he was tough on me, but it made me better at what we do. I will be eternally grateful he took that chance. Derek had a great sense of humor and he made the tough times working on a project fun and bearable. I can still hear him yelling "Nickie Stixx!" or "Stixx!" as he so often called me. He was one of a kind. I will miss him. Hearing the news of his passing on Tuesday was very upsetting. I've lost a mentor and a friend. Even though we no longer worked together whenever I needed help with a question or a reference or just to say, "hey," he would always answer that  call, email or text. I will miss you Derek. My thoughts are with Amy, Peyton, Olivia and the rest of his family.

I'm truly shocked and saddened by Derek's passing.  He was a true professional with a passion for mass appraisal.  It's ins and outs.  No detail was insignificant.  He taught me a lot and I'm sorry to say I didn't express that to him.  I must admit, he was funny and a great bestower of nicknames.  I have no doubt that he is with God right now, aka "Sky Daddy" to Derek, arguing his case that the Pearly Gates are in fact NOT overvalued.  My sincerest condolences to his wife, son and daughter.  He will be deeply missed.  Titans always are.

So saddened to hear of Derek’s passing. He was a true professional and a wonderful colleague whose spirit made every interaction enjoyable. Derek was also a mentor to many, always willing to share his insight and help others grow. I especially enjoyed his humor at the many conference dinners we shared. He will be deeply missed. My heartfelt condolences to his family and friends.

Derek was a kind soul that always made sure you knew how excited he was to see you; he had a way of letting you know that he valued and appreciated you.  He was always passionate about people and whatever project he was working on.  Anytime I visited his office, he would stop what he was doing in the middle of his busiest time of the year, make you take a seat for a bit, and spend time catching up, for as long as you wanted.  He will be deeply missed.

While Derek and I were colleagues, I always considered him a friend as well.  Derek was small in stature, but a giant in our field.  He was brilliant and was always willing to share that gift.  I will miss our talks every July at the Boar's Head and in the Fall wherever the IAAO had its conference. He wasn't flashy, just steady, kind and genuine.  My prayers go out to his family during this difficult time.   Rest well my friend!!

Derek you will be missed. You were always so happy  and greeted everyone with a great smile. You made a big impact on us all during such a short time here.  We know you are at peace now. Until we meet again.

So sad to hear of Derek's passing.
He was a consumate professional in the field of mass appraisal. He had a great personality and I always enjoyed our conversations. A great colleague and friend.
My prayers to his family and friends.
Rest in peace.

Wendel Ingram

My thougths and prayers are with Derek's family during this time. His legacy of professionalism and dedication to the mass appraisal industry will not be forgotten.

Such a great person and personality that will be deeply missed by all who knew him.  He gave so much to each project he worked on, and his professionalism exceeded most.  I extend my deepest sympathy to this family. 

Kevin Wilson
Hayes, Virginia

Derek was such a great friend and colleague.  He was always striving to find better ways to perform his profession.  You could count on Derek to share his knowledge.  He was always happy and fun to be around.

Such sad news. Neale and I send our condolences to Derek's family. Derek was a great friend and very smart. We shared many stories and pictures of our boys, who are in the military. You will be missed.

Derek was a dear friend and I will truly miss him, along with his sincere personality,  happy smile, welcoming ways, and now, recalling all the fun times we shared. 
God Speed my friend.

OBITUARY

Derek Joseph Green

March 9, 1974 – April 20, 2026

Nelsen Williamsburg

Show your support

Send Flowers

Add a Memory

Share Obituary

Get Reminders

Past Services

Celebration of Life