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Conn was born on November 13, 1805, in Jefferson County and was the son of Richard Isaacs Wilkes Conn and Priscilla Morgan Conn. Little is known of his early life and education, except that his father died when he was six years old. Conn executed a marriage bond in Page County on February 23, 1835, and on that date or soon thereafter married Ann Eliza Almond, who died on October 30, 1836. They had one daughter. On June 24, 1841, Conn married Sibelia A. J. Ladd, of Henrico County. Of their four sons and two daughters, only two sons and one daughter survived childhood. Sibelia Conn died of bronchial consumption, probably tuberculosis, on December 31, 1853, and on December 8, 1859, Conn married Mary E. Russell, of Frederick County. They had one son before she died on July 6, 1871.

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