More Information:

About William O. Lipscomb:

William's middle name may have been "Orchard", his mother's maiden name.
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Found in 1910 Census, SC, Greenwood Co., Ninety Six, ED 92.
William O Lipscomb 29 (Occupation: agent, insurance; married 18 yrs.)
Kate B Lipscomb 28 (4 children, 3 living)
Mary E Lipscomb 6
William C Lipscomb Jr. 4
Oscar B Lipscomb 1 2/12
William E Orchard 61 (Uncle) (Occupation: clerk, office)
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Probably died bet, 1915 and 1920 since his wife was remarried in 1920 Census.
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About William O. Lipscomb Jr.:

Found in 1920 Census, SC, Greenwood Co., Ninety Six, ED 92.
William's mother Kate evidently remarried to Elisha Alexander.
Elisha Alexander 35 (Occupation: mail clerk, railroad)
Kate B Alexander 38
Elizabeth Lipscomb 16
William O Lipscomb 13
James O Lipscomb 8
John B Lipscomb 5
Eleanor Moore 41 (servant)
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Found in 1930 Census, SC, Greenville Co., Greenvile, ED 29.
Age 25; lodger; single; Occupation: bookkeeper, packing house.
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About Oscar Barr Lipscomb:

Found in 1930 Census.

About James O. Lipscomb:

Found in 1930 Census.

About John B. Lipscomb:

Found in 1930 Census.