Drew, who had represented Surry County in the Virginia House of Delegates in the mid 1850s, enlisted on April 20, 1861 as a sergeant in Co. E of the 5th VA Cavalry. On May 3, 1862, he was promoted to lieutenant. He became captain on August 22, 1862, after the company had been designated Co.G, 13th VA Cavalry. Drew resigned his commission on August 20, 1863 due to ill health. His medical records indicate he was suffering from chronic nephritis and general debility, while in his resignation letter he cites "a delicate constitution which I fear is rapidly failing."
By 1870, Drew had moved to Southampton County, VA, where he engaged in farming until his death in March 1886.
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