Ira Randolph "Randy Jr." Winesett Jr

Ira Randolph "Randy Jr." Winesett Jr., age 71, of Bland, Virginia, passed away on Wednesday, June 24, 2026, in Bristol, Tennessee. Born on October 10, 1954, in Arkansas City, Kansas, Randy Jr. was a man whose life was marked by deep-rooted values, unwavering kindness, and a generous spirit that enriched the lives of everyone fortunate enough to know him.

Randy Jr. was well known and deeply respected throughout the Bland community as the owner and operator of WW NAPA, proudly continuing a cherished family business. He was equally well known for operating the NAPA wrecker service, serving as a guardian angel on the highways and helping thousands of stranded travelers and locals along the interstate. A dependable helping hand and a loyal friend to all, he approached each day with quiet dignity, hard work, and a humility that made everyone feel at ease. He was the kind of reliable, good-hearted person everyone knew they could count on when they were stuck on the side of the road or just needed a friend.

In addition to his parents, Ira Randolph Winesett Sr. and Wilma Jean Ramsey Winesett, Randy Jr. was preceded in death by his beloved son, Craig Winesett; his sister, Linda Shewey; and his brother, Rex Winesett.

He leaves behind a rich legacy of love and devotion. He is survived by:

His Daughters: Cheryl Kegley and husband Fulton of Bland, VA; Christa Winesett and husband Patrick White of Rocky Gap, VA.

His Partner: Shirley Dillow.

His Chosen Brother: Scott Holbrook.

His Sisters: Rhonda Derenge and husband Bill of Charlotte, NC; Becky Holbrook.

His Grandchildren: Hayden Winesett, Madelyn Kegley, Kathleen Kegley, Avery Furstnau, Sawyer White, and Lydia White.

His Great-Grandchild: Craig Staples.

Several nieces, nephews, extended family members, and countless friends also survive.

Randy Jr. faced life's joys and challenges with courage and gratitude. While his passing marks a profound loss for the entire community, his legacy will live on through the business he built, the thousands of people he helped, and the enduring love of his family. He will be deeply missed and never forgotten.

A visitation and memorial service will be held to honor and celebrate Randy Jr.’s life on Sunday, June 28, 2026, at the Highland Bland Funeral Chapel (530 Main St, Bland, VA 24315).

Visitation: 5:00 PM – 7:00 PM

Memorial Service: 7:00 PM (immediately following the visitation)

Highland Bland Funeral Chapel, Bland, VA is serving the Winesett family.