Derwood Ray Boyles

March 20, 1928October 13, 2020

“Whoever pursues righteousness and kindness will find life and honor.” Prov 21:21

Derwood Ray Boyles was promoted into Glory on Tuesday, October 13, 2020. He was born on March 20, 1928, to Silas Boyles and Lurline Windham Boyles in Lorena, Mississippi. His mother died at his birth, but when he was 18 months old, his Dad brought a new bride home and it was love at first sight for Derwood and his new mother, Ethel Carr Boyles. The young family lived in Forest, MS where Derwood began the first grade. His family then moved to Jackson where he lived the rest of his life.

Derwood was the fourth boy to “officially” join the newly formed Jackson Boy’s Club. He spent most of his free time there through high school as did his closest friends. He graduated from Central High in 1946, but the friends he made on Hiawatha Street and at Central High remained his good friends for life. The skills he learned there helped make him into the caring, community leader he became.

Derwood was an Eagle Scout and a member of the Order of the Arrow. He was extremely proud that his son, son-in-law, all four of his grandsons, nephew and great-nephews are Eagle Scouts.

Derwood began his love for the military as a ROTC cadet while attending Central High School in Jackson. He joined the navy near the end of World War II after graduating from Central and because of his ROTC training (and being an Eagle Scout), was picked to be the squadron leader at boot camp. Most of his tour of duty was in the Mediterranean area on the Providence, the flag ship of the fleet. One day Derwood and his buddy were walking through the Vatican (in uniform) and a Swiss Guard stopped them and asked if they would like to see the Pope. He said the Pope enjoyed meeting the U.S. servicemen. He put them in a small room and in a few minutes Pope Pius XII appeared and talked with the two awe-struck young men for about 20 minutes asking about their families and their future plans.

Derwood returned to Mississippi to graduate from Mississippi State College (now University) in 1951 with a degree in Accounting. He is a lifelong member of SAE fraternity.

In 1952 he joined his uncle, Felix Daniels, in the Dreyfus Insurance Agency. Dreyfus, founded in l893, was one of the oldest insurance agencies in Mississippi. In 1969 Mr. Daniels retired, and Andy Moak joined Derwood in the Dreyfus Agency which became Boyles Moak. He was blessed with outstanding partners over the years. He continued to go to the office to see his “office family” until he was 90. Derwood won many insurance industry awards during his career and was inducted into the Mississippi State University Insurance Hall of Fame in 2007.

Derwood was President of the Junior Chamber of Commerce when he met Regina Harlan, who was serving as Miss Jackson. On December 17, 1957, Derwood and Regina were married on national television (Bride and Groom), NBC, in Rockefeller Center, New York City. Their love continued to grow for over 62 years.

In 1974 Derwood worked diligently with the Mississippi Legislature to pass the bill which created the Mississippi Deferred Compensation Plan for public employees, among the first in the nation. This tax-deferred savings plan, which is overseen by the Board of the Public Employees Retirement System, proved to be a valuable financial service for employees of the State of Mississippi and is still very active today. Derwood’s early involvement helped assure that the Mississippi Plan would become one of the country’s most successful 457 plans. Derwood loved Jackson and helping others, so it was not surprising that he served three terms as a member of the City Council.

Derwood was a retired Colonel with 28 years of service with the Mississippi Army National Guard. He made many life-long friends in the Navy and in the Guard. He remained active in veteran and military organizations during the remainder of his life, serving as state chairman of the Employers in Support of the Guard and Reserve (ESGR) for several years. He was recipient of the Spirit of Volunteerism Award 2006 given by the Defense Department. The Medal for Exceptional Public Service, the highest level public service award given by the DOD, was also awarded to Col. Boyles by Assistant Secretary of Defense at a ceremony in Washington, D. C.

Derwood was a life-long supporter of the Boys and Girls Clubs of Jackson, serving for many years on the Board and as President of the Board in 1973-1974. He was presented with both the coveted National Silver and National Gold Medallion awards. Derwood’s main purpose throughout his life was to help others and many organizations were the recipients of that objective.

He served on the Board of Trustees for Wesley Biblical Seminary and for many years worked diligently for the success of that institution. He served over 30 years as President of the Board of Community Place, a non-profit nursing home and served on the Board of Mississippi United Methodist Senior Services. Derwood and Regina were members of Calliope Club and long time supporters of the Mississippi Symphony Orchestra. He was a loyal supporter of MS State University.

Derwood was a Past President of Jackson Jaycees, the Jackson Touchdown Club, Hinds County Chapter of Mississippi State University Alumnae and Jackson Association Insurance Agents; former Board member of Boy Scouts of America, Hiawatha District; a former Chairman of the Secretariat of the Mississippi Methodist Cursillo; a Gideon, Mason, and Shriner. Derwood was honored with numerous awards during his years of community service.

Derwood was a 55+ year member of Broadmeadow United Methodist Church where he served in many positions and went on multiple mission trips to Honduras, Alaska and Russia. He seldom missed his Monday Men’s Bible Study at Sonny Steel’s office.

At age 74, Derwood received the Compestello award for walking the last 76 miles over the ancient route of rocks and peaks of the Camino de Santiago (The Way of St. James) across northern Spain, which he did in three and a half days. The 386 mile Camino is one of the three most important pilgrimages undertaken by Christian believers in the Middle Ages. Thousands still walk the Camino each year. Derwood and Regina traveled extensively during his lifetime, but the faith-based trips were always the most memorable.

Derwood was an avid golfer and sometimes tennis player. He was a big sports fan, always cheering for the teams of his children, grandchildren and Mississippi State.

His children and grandchildren were the joy of his life. Derwood was always a caring and proud father and grandfather, “Pop,” who set an example of faith that his family has followed. He was a patient, wise, generous and loving husband, father, grandfather and friend. His gentle sense of humor was legendary among his friends and family.

Derwood is survived by his wife, Regina Harlan Boyles. Other survivors are son, MG Janson Durr Boyles (Robin) of Jackson; daughter, Jennifer Boyles McCall (Joseph) of Cartersville, GA; grandchildren Durwood Graham (Gray) Boyles and Connor Boyles of Dallas, TX; Carter McCall, Sarah Douglas McCall and Matt McCall (Laura) of Knoxville, TN; daughter-like family friend, Susan Lee Brinson (John) and their children Johnathan and Jasmine of Charlotte, N.C.; sister, Joy Boyles Boleware of Dallas; brother-in-law William B. Harlan (Pat) of Brandon; two nieces, a nephew and many much-loved cousins.

The family wishes to thank Dr. George Patton, caregivers Daryl and Mary and especially Debby Gooch and her outstanding staff at Beau Ridge Memory Care Assisted Living for their compassionate love and care of Derwood.

In lieu of flowers, the family requests memorials be made to Wesley Biblical Seminary, Community Place, MS Methodist Cursillo or Boys and Girls Club of Central Mississippi. Honorary pallbearers are members of the Board of Trustees of Wesley Biblical Seminary, Community Place, ESGR and members of Sonny Steele’s Men’s Bible Study. Visitation will be on Sunday, October 18, from 5:00 pm to 7:00 pm o’clock. at Parkway Funeral Home on Highland Colony Parkway in Ridgeland. A Service of Celebration will be held at Broadmeadow United Methodist Church at 11:00 am on Monday. Masks and distancing will be observed.


  • Carter McCall, Pallbearer
  • Matt McCall, Pallbearer
  • Gray Boyles, Pallbearer
  • Connor Boyles, Pallbearer
  • Jeffrey Ruffin, Pallbearer
  • Will Dear, Pallbearer
  • Members of the Board of Trustees of Wesley Biblical Seminary, Community Place, ESGR and members of Sonny Steele’s Men’s Bible Study., Honorary Pallbearer


  • Visitation

    Sunday, October 18, 2020

  • Memorial Service

    Monday, October 19, 2020


Derwood Ray Boyles

have a memory or condolence to add?

Lisa Ponder

October 20, 2020

It was an honor and privilege to serve with Mr. Boyles through ESGR. He has left a tremendous legacy that will live on forever in our hearts. We have been praying for him and will continue to lift up Mrs. Boyles and the entire Boyles family during this difficult time.

My sincere condolences to all of you.

Love & Friends,

Lisa Ponder, MS ESGR
172 AW/CES

Nancy Sloan

October 19, 2020

Derwood was a special person who gave of himself to help others—a wonderful example for us all. I was blessed to know him and call him family. My love and condolences to Regina and all her family.

Geanice Scott

October 18, 2020

I were mr. Boyles sister for awhile .fell in love with them such a lovely couple. He was such a dear heart. Will be miss dearly ,(Geanice)

Bobby Moak

October 18, 2020

Mr. Boyles was always so kind to me. He helped me through legislative conflicts and I always appreciated his advice and nothing but kind words. He was a remarkable man. My family has enjoyed the friendship of all the Boyles through the years and our thoughts and prayers are with them now.

Joyce Algood

October 17, 2020

I worked for his agency Boyle’s Moak Insurance for many years. He was a complete joy to be around always kind. One Christmas he wore a “ugly Christmas sweater as well as all the girls who worked there. It was such a hoot. I still have the pictures. Love you Mr Boyles and will always miss you.

John Oswalt

October 17, 2020

What a good man! He was always optimistic and encouraging. He was a friend. He lived his faith in very practical ways. He was concerned for others first and foremost. He had a great sense of humor. I am a better person for having known him. In Regina he had a perfect complement. Karen's and my prayers go out to you.

David Morrow

October 16, 2020

Derwood was a real blessing to be around. He was always smiling and uplifting when we talked. He was and is a great role model. I knew him through Cursillo where I saw his love for God in action. He is celebrating now ❤️❤️ See you one day Derwood.

DeSha White

October 16, 2020

Derwood will be remembered as a person who served his community in business and on the city council with humble dignity and Christian love.
What a blessing and something our city needs badly today.
Sending prayers of comfort to his family.

Penney Ainsworth

October 16, 2020

Derwood Boyles,

You will forever be #4 member of the Boys Clubs (Boys & Girls Clubs of Central MS. Thank you for being an excellent lifetime Club Member. Thank you, for your many years of dedication, and love that you bestowed over our youth, and our community. Thank you for having a loving, fair spirit. We will love and remember you forever #4 Club member. May the Lord bless your wonderful family. Rest in Heaven my dear.

You’re proof that Great Futures Start at the Boys & Girls Clubs.

Love Always,
Penney Ainsworth, MSW

Colleen Lipscomb

October 16, 2020

My heartfelt love and sympathy go out to your family today. What a parade there must have been in Heaven to welcome this fine fellow home! Derwood was the picture of a southern gentleman in every way possible. He left a huge gap for others to fill. His legacy will be remembered for a long time. Love from the Lipscomb family, especially Colleen


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