James Harold Middleton


September 7, 1939 – August 20, 2021

A graveside service for Mr. James Harold Middleton, 81, of Winona will be held Monday, August 23 at 11 a.m. at Bethlehem United Methodist Church Cemetery, near Winona. Rev. Linda Malone and Rev. Cindy Glazier will officiate the service.

An outside visitation will be held at the home of James and Gloria on Monday, August 23 from 9:00 – 10:30 a.m.

All visitors are asked to wear a mask and to observe all social distancing guidelines while at the visitation and graveside services.

James Harold Middleton – Retired State Director US Social Security Administration. Born September 7, 1939 in Webster County MS to James Aubrey Middleton and Ruth Pittman Middleton. He graduated from Indianola High School in 1957 and Mississippi State University in 1961. Mr. Middleton began his career with SSA in 1961 as a Claims Representative in Greenville MS. Over the following 33 years he worked in 10 different offices in 5 southeastern states, and helped open the first office in Natchez MS in 1965. After serving in increasingly higher levels of management in Mississippi, Florida, and Alabama, he became District Manager of an 8 county area in Upper East Tennessee and Southwest Virginia. After 15 years in that position, he served as District Manager of the Birmingham Alabama district for 2 years until his appointment as State Director for Mississippi in 1990.

After retirement in 1995 he resided in Winona and taught Social Studies part time at Winona Christian School for several years. He became very active in playing duplicate bridge and with Joseph Dehmer (Jackson MS) attended more than 88 tournaments in locations all over the country. He attained the rank of Silver Life Master.

During his time in East Tennessee, he served as campaign chairman and President of the Johnson City Area United Way. He also served on the Board of Directors of the Chamber of Commerce, The Salvation Army and numerous other social service agencies. Mr. Middleton served 4 terms as President of the Mississippi Bridge Association. He helped organize the Winona Historic Preservation Commission and served as Chairman from its inception. He was a member of the Lion’s Club for 17 years in both Johnson City TN and Birmingham AL, serving as President of the Johnson City Chapter. He was honored as Lion of the year and later Lion of the Decade. He joined the Winona Rotary Club shortly before his retirement, became a Paul Harris fellow and remained active for over 20 years. He was an active Methodist throughout his adult life, serving as Lay Leader and Chairman of the PPR Committee of the Bethlehem United Methodist Church after retirement from government service.

Mr. Middleton was preceded in death by his father, mother, and a brother Robert.

His survivors include his wife of 34 years, Gloria Holmes Moorman Middleton of Winona; children, Marcie Middleton of Charlotte NC, Elizabeth Moorman of Winona, Kathrine Crowder (Marty) of Ackerman MS, Marc Middleton of Greenville SC, and Marilaine Ferguson (Shae) of Winona; grandchildren, Calland Granger (Frank) of Collierville TN, Alexandra Middleton of Greenville SC, Mary Margaret Moore (Trevor) of Kosciusko MS, Shaw Ferguson of Winona, Clay Crowder of Ackerman MS, Annabelle Crowder of Ackerman MS and Ella Crowder of Ackerman MS; great-grandchildren, Alice Helene Middleton and Harrison James Granger; sister, Carole Richardson of Lillian AL; brother, Sam Pittman of Winona; and bridge partners Joe Dehmer, Mike Carter and Sarah Anthony.

16 thoughts on “James Harold Middleton

  1. James was one of the good guys. He loved his family, his God and Church and he loved bridge. He helped many learn to love bridge almost as much as he did. He will be missed.

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  2. Iā€™m so sorry. He was such a kind man and will be missed by many. You all are in my prayers..

    Spence & Tammie Goss

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  3. James was a good man and a good friend to so many! He loved his family and was loved in return. He will be missed by all that knew him. God’s peace for all that will miss him; especially his family!

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  4. I am so sorry to hear about James. Because of medical commitments I will not be able to be there to extend sympathy and support. I pray for you and your family.

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  5. So sorry to hear of James passing. He was a special friend and will be missed terribly. Prayers for the family. šŸ™

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  6. My thoughts and prayers are with the entire family this morning! May wonderful memories surround you and lift you during this most difficult time.

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  7. Condolences to the family from the SSA Office of the Area Director for Mississippi. Mr. Jim was highly regarded throughout the state during his tenure as State Director and his legacy continues to this day.

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  8. I worked with Jim for many years at SSA – he was a great and honest guy you could depend on – I was TN. SSA Director when Jim was in one of my upper TN. District Offices. I also was MS. State Director before Jim. Jim was a great card player, and told me once his ambition after retirement was to drive a dump truck. Anyone who ever knew Jim, will miss him.

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