William “Extra Billy” Smith, the oldest and one of the most controversial Confederate generals on the field at Gettysburg, was also one of the most colorful and charismatic characters of the Civil War and the antebellum Old South. Known nationally as “Extra Billy” because of his prewar penchant for finding loopholes in government postal contracts to gain extra money for his stagecoach lines, Smith served as Virginia’s governor during both the War with Mexico and the Civil War, served five terms in the U.S. Congress, and was one of Virginia’s leading spokesmen for slavery and States’ Rights. Extra Billy’s extra-long speeches and wry sense of humor were legendary among his peers. A lawyer during the heady Gold Rush days, Smith made a fortune in California and, like his income earned from stagecoaches, quickly lost it.