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After graduating law school, from 1972 to 1973 he was chief trial counsel for the Kentucky Department of Highways in Hardin County and from 1973 to 1974, he served as a law clerk for the Kentucky Court of Appeals. From 1974 to 2006 he was a lawyer in the Bowling Green area.[3] He was elected to the Kentucky Court of Appeals in 2006.[5]
On November 8, 2022, Thompson was elected as a justice of the Kentucky Supreme Court, defeating his challenger, healthcare lawyer Shawn Marie Alcott.[6] He replaced retiring Chief Justice John D. Minton Jr.[5]