Born to slave-holding aristocracy in Richmond, Virginia, and educated by Northern Quakers, Elizabeth Van Lew was a paradox of her time. When her native state seceded in April 1861, Van Lew's convictions compelled her to defy the new Confederate regime. Pledging her loyalty to the Lincoln White House, her courage would never waver, even as her wartime actions threatened not only her reputation, but also her life. Van Lew's skills in gathering military intelligence were unparalleled. She helped to construct the Richmond Underground and orchestrated escapes from the infamous Confederate Libby Prison under the guise of humanitarian aid. Her spy ring's reach was vast, from clerks in the Confederate War and Navy Departments to the very home of Confederate President Jefferson Davis.