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Courtney Bailey is a disciple of Jesus Christ since 1991, having been baptized in the Campus Ministry of the Kingston Church of Christ at the University of the West Indies, Mona, in December of that year. In 1997, he graduated from the Norman Manley Law School and served on the full-time staff of the Kingston Church for six years, during which time he served the church in the role of an Evangelist. Since 2003, he has practised law in one of the commercial law firms in Kingston, whilst serving the church primarily by preaching and teaching. He was appointed a Teacher for the Kingston Church in November, 2012 and currently serves in that role. Courtney is married to Lovette since 1999, and they have 2 children, Chelsea and Chase.

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