Howard Douglas Winstead Jr.

Howard Douglas Winstead, Jr., age 67, of Concord, NC, died instantly in a tragic car accident on Saturday, April 11, 2026, while traveling between Band of Oz performances. His passing leaves a tremendous void in the hearts of his wife, family, friends, bandmates, and the countless fans who loved him.

Born on March 26, 1959, in Rocky Mount, NC, Doug’s love for music began at an early age. His mother recognized his natural talent and enrolled him in piano lessons, setting him on a lifelong musical path. In school, he joined the band, mastering trumpet and trombone, and later adding guitar and bass to his repertoire. Doug often joked that he was a “jack of all trades and master of none,” but anyone who heard him sing knew better. “His voice, rich, soulful, unmistakable his, captivated audiences for decades.”

Doug’s performances were more than shows; they were experiences. His energy, charisma, and enthusiasm for life radiated from the stage. Before each performance, he was available to speak with fans one-on-one, always thanking them for coming, always making each person feel special. Those who knew him would say the thanks belonged to Doug, for sharing his gifts so generously, for bringing joy wherever he went, for the smile that lit up every stage and room he entered. His songs will continue to echo in the hearts of all who loved him.

A gifted songwriter, Doug’s passion for creating music was rewarded in 2021 when he was inducted into the Hall of Fame as a Songwriter of the Year nominee, an honor he treasured.

Doug also poured his talents into helping his wife of 20 years, Deanna Connell Winstead, with her business, The Lakes: A Wedding and Party Place. His musical abilities, paired with skill in landscaping, made him an invaluable partner in creating beautiful, memorable events for others.

At just eighteen, Doug followed his passion and launched his musical career. Over the years, he performed with many shag bands, including:

• Coco Loco Party Band

• Fantastic Shakers

• The Blackwater Band

• The Band of Oz, where he was a proud and current member.

Doug was preceded in death by his father, Howard Douglas Winstead, Sr, his brother David Winstead and his father-in-law Jimmy Connell.

He is survived by his devoted wife, Deanna Connell Winstead; his daughter, Amy Winstead Smith, and her husband, Thomas; his mother, Jill Winstead; his sister-in-law, Tammy Connell Robinson, and her husband, Tommy; his mother-in-law, Betty Sue Connell, his niece, Haley Robinson Shriner and her husband, Nick, and his great niece, Tenley; his nephew, Jacob Tucker Robinson; his niece Katie Winstead O’Hara and her husband, Joe, and great nephew, A.J. and great niece, Addison O’Hara; and his pride an joy; Cabby the cat and Jazzy the dog.

Doug’s life was like a song: vibrant, heartfelt, and unforgettable. “Though his time on earth ended far too soon, the music he created, the joy he spread, and the love he gave will live on forever.”

Flowers may be sent or In lieu of flowers, donations may be made in honor of Doug to Cabarrus County Animal Shelter, 244 Betsy Carpenter Place, Concord, NC 28025

A Funeral Service will be held Tuesday, April 21, 2026 at 3 PM at Rock Haven Church, 3438 S Halifax Rd, Rocky Mount, NC 27803. The family will receive friends from 12 – 3 PM prior to the service at the church.

A Celebration of Life for Doug will be held at a later date in Concord/Kannapolis and North Myrtle Beach.