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Official Obituary of

Robert John Naylor, II

May 15, 1952 ~ February 8, 2026 (age 73) 73 Years Old

Robert Naylor, II Obituary

SALISBURY:

Robert John Naylor, II, age 73, passed away peacefully on February 8, 2026, at Porter Hospital in Middlebury, surrounded by the love of his family.

Rob was born on May 15, 1952, in Middlebury, Vermont, to Robert and Alta Naylor. He was raised in Brandon, where he built lifelong friendships and graduated from Otter Valley Union High School, Class of 1970. He continued his education briefly at the University of Vermont and later at the University of Massachusetts Amherst.

On February 19, 1983, he married the love of his life, Christina Bulken Naylor, in Brandon. Together they created a life centered around family, laughter, music, and gathering others close. He is survived by his devoted wife, Christina; his son, Rick Naylor; his daughter, Lexi Naylor Shinder and her husband, Jake Shinder; his cherished grandchildren, Noa Lily and Jacob Robert; and his sister, Leslie Kelly. Also, many in-laws, nieces, and nephews.  Being “Dad” and “Boppa” was one of his greatest joys.

In 1978, alongside Peter Breen, Rob co-founded Naylor & Breen Builders in Brandon. What began as a shared vision grew into a respected and thriving business, with Rob later serving as President and CEO. He led with integrity, optimism, and an unwavering commitment to quality. To Rob, business was never just about buildings. It was about people, relationships, and strengthening the community he loved.

Rob lived life fully and with enthusiasm. A talented musician, he played guitar, piano, and trumpet, and loved to sing around a firepit, often bringing music, energy, and humor into any room. In his younger years, he was a scratch golfer and remained passionate about the game throughout his life. He was a lifelong member of Neshobe Golf Club, a course the Naylor family helped develop where Rob was instrumental in expanding it to 18 holes, as well as Rutland Country Club, where he proudly won The Pierce in 1983, and Bradenton Country Club in Florida.

He treasured time spent at the lake with family and friends, teaching water sports with patience and pride, and hiking to the summit of Moosalamoo. His legendary Fourth of July fireworks show became an annual tradition that lit up both the sky and the hearts of everyone watching.

He was known for his positivity, drive, and generosity. Rob worked hard, dreamed big, and was always the first to step up when someone needed help. His philanthropic spirit touched many organizations and countless lives. Just this month, Rob and Chris were honored with the Northern New England Chapter Outstanding Philanthropic Award, a fitting recognition of the generosity and commitment that defined his life.

For six years, Rob faced Progressive Supranuclear Palsy (PSP) with courage, dignity, and remarkable grace. Even in the face of challenge, his strength and steady presence remained an inspiration to those around him.

Rob’s life was one of love, leadership, music, laughter, and community. His legacy lives on in the family he adored, the company he built, the traditions he created, and the many lives he impacted.

His life was a celebration, and a celebration in his honor will take place on his birthday, May 15th, at The Mountain Top in Chittenden, Vermont, with the time to be announced. A private graveside committal service and burial will be held in the family lot at Pine Hill Cemetery.

In lieu of flowers, memorial gifts may be made in his memory to CurePSP, www.PSP.org the Otter Valley Activities Association, OVAA, 2997 Franklin Street, Brandon, VT or Addison Home Health, www.ACHHH.org

Well done, Robbie. We’ve got it from here.

Arrangements by Miller & Ketcham of Brandon.


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