Early Life
Charles Anderson Wickliffe was born June 8, 1788, in a log cabin near Springfield, Kentucky. He was the youngest of the nine children born to Charles and Lydia (Hardin) Wickliffe. His family emigrated to Kentucky from Virginia in 1784.
Wickliffe attained his early education at the local schools of Springfield, then attended Wilson's Academy in Bardstown. For a year, he received private instruction from James Blythe, acting president of Transylvania University, then read law with Martin D. Hardin, a cousin on his mother's side. In 1809, he was admitted to the bar and began practice in Bardstown. He and five other prominent lawyers of Bardstown formed a debate club called The Pleiades Club. The club included six members: Wickliffe, John Hays, Ben Chapeze, Benjamin Hardin (another of Wickliffe's cousins), Felix Grundy, and William Pope Duval. John Rowan and John Pope also participated in the debates, but were not members of the club.
In his early life, Wickliffe was known to gamble at cards. His friends considered his gambling excessive, and two of them – Duval and Judge John Pope Oldham – devised a scheme to break Wickliffe of his habit. The two knew that Wickliffe would be collecting several thousand dollars at the upcoming session of the Bullitt County court. They plotted to invite Wickliffe to play cards with them and agreed upon a secret system of signals to communicate about the strengths and weaknesses of the cards in their hands. In this way, they hoped to win all of Wickliffe's money, then return it to him in exchange for his promise to forsake the vice. On the night appointed, however, it was Wickliffe who won all the money wagered by Duval and Oldham, despite their schemes. When Wickliffe later learned of the designs of his friends, he agreed to give up gambling.
In 1813, Wickliffe married Margaret Cripps, and the couple had three sons and five daughters. Most notable among the children was Robert, who became Governor of Louisiana. The Wickliffes contracted with John Rogers, architect of St. Joseph's Cathedral in Bardstown, to construct their residence, which they dubbed "Wickland". Later, Wickland was called "the home of three governors". Besides Wickliffe and his son, J. C. W. Beckham, Wickliffe's grandson and future governor of Kentucky, occupied the residence.
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