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John B. Castleman

John Breckinridge Castleman
John-B.-Castleman.jpg
Born (1841-06-30)June 30, 1841
Castleton Farm, Lexington, Kentucky
Died May 23, 1918(1918-05-23) (aged 76)
Louisville, Kentucky
Political party Democratic Party

John Breckinridge Castleman (June 30, 1841 – May 23, 1918) was a Confederate officer and later a United States Army brigadier general as well as a prominent landowner and businessman in Louisville, Kentucky.

John was the 7th of 11 surviving children born to David B. Castleman (1786–1852) and Virginia Harrison (1806–1895) who were married in Kentucky in 1824. By birth, he was closely related to a future 14th U.S. Vice President, John Cabell Breckinridge; their respective maternal grandmothers were sisters. He studied law at Transylvania University before the Civil War.

During the Civil War, Castleman recruited 41 men in his hometown of Lexington, Kentucky, who went to Knoxville, Tennessee, to form the Second Kentucky Cavalry company under John Hunt Morgan.

Castleman was promoted to major in 1864. He led guerrillas in the attempted burning of supply boats in St. Louis, Missouri and was arrested in October 1864 at Sullivan, Indiana. He was convicted of spying and sentenced to death, but his execution was stayed by Abraham Lincoln. Following the war, Castleman was exiled from the United States, and studied medicine in France. He was pardoned by Andrew Johnson and returned to Kentucky in 1866.

He revived the Louisville Legion, a militia unit, in 1878 and became adjutant general of Kentucky in 1883. The unit became the 1st Kentucky Volunteers in the Spanish–American War, and Castleman was commissioned a colonel in the U.S. Army. His unit participated in the invasion of Puerto Rico, and after the war he was promoted to brigadier general and served as military governor of the island.


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