Known as: "The Cavalier of the Confederacy"
After graduation JEB was appointed a 2nd lieutenant in the Mounted Rifles. That same year in October, he was commissioned and sent to Texas. In March 1853, he was assigned to the 1st U.S. cavalry and spent the next six years on the frontier. While there he married Flora Cooke, the daughter of Philip St. George Cooke, the future Union general. Promoted to 1st lieutenant on December 20, he spent some time on developing an invention. During the summer of 1859, he traveled to the War Department to try to sell the army his invention; a device to hold a cavalry sword to the belt.
JEB Stuart had already seen plenty of action before the Civil War. Graduating low in his class at West Point (1854) he went into the cavalry and saw action against both Indians and white on the frontier in Bleeding Kansas. He was in the 1st Cavalry and was the courier who took orders for Robert E. Lee to proceed to Harper’s Ferry and capture John Brown. Stuart talked Lee into accepting him as an aide-de-camp and went along. Lee sent Stuart to read the ultimatum to Brown, and then Stuart led the storming party of Marines that apprehended Brown.
After this, Stuart returned to Kansas until April 1861 when his home state of Virginia seceded from the Union. Now a captain in the U.S. Army, he resigned his commission to join the Confederate army, accepting a commission as a lieutenant colonel in the Virginia Infantry.
Just days after Fort Sumter Stuart was promoted to Captain, but there wasn’t anything that would have held the Virginian in the Union; within two weeks he was in Virginia service as a lieutenant colonel of infantry (May 6, 1861). Two weeks later he transferred to the cavalry (down to lieutenant), but in mid-July he was already Colonel of the 1st Virginia Cavalry, and in September he was a brigadier general.
His first service was in the Shenandoah Valley, but he was at First Manassas where he nipped at the Union right flank, and then tried to organize a pursuit. After that he had an unusual role. Nobody had foreseen entire brigades of cavalry, so Stuart kept command of his regiment but was also responsible for the whole army’s outposts. By late October 1861 he had a cavalry brigade. He saw action in most of the battles in the eastern theater. Just before the Seven Days Battles he led his brigade in a raid behind the Union lines. He couldn’t do much physical damage – there were too many Union troops in the area, and he had to keep moving lest a large body crush his small command – but he had wider effects. Of course it boosted Confederate morale (and depressed the Union) but it gave McClellan just one more thing to worry about. Just after the Seven Days Battles Stuart was promoted to Major General and given command of a whole division of cavalry.
He fought in the Second Manassas campaign (losing his cloak and plumed hat), but later on over-ran John Pope’s headquarters and captured Pope’s full dress uniform. Stuart also grabbed important orders that told Lee what Pope intended to do, something more practical than a braided uniform. After Antietam Stuart went on another raid around the Army of the Potomac, again not causing much damage but bolstering Confederate morale. (Stuart didn’t destroy the one bridge that could have choked the Union blockade. Most hard-coal shipments to the blockaders went across one bridge, and had he realized it he could have blown it up. As it was, he saw no point in tarrying to demolish a stone bridge when he could burn so many more wooden ones.)
His cavalry didn’t play much role at Fredericksburg, only covering a flank, but the next spring at Chancellorsville they were vital. Hooker had detached almost all the Union cavalry (it turned out to be a wild-goose chase) and Stuart found the open Union flank. Jackson’s Corps smashed into the XI Corps, giving them the nickname of “Flying Dutchmen” but when Jackson was mortally wounded Stuart stepped up. It was his largest command to date, and a difficult time. In the middle of the night he had to figure out where his men were, where the enemy was, give orders to move his men to where they could do the most damage. He pulled it off, but may have been happy to return to his Cavalry Corps afterwards.
His next action was at Brandy Station, where the Union cavalry showed they were finally learning. The losses were roughly equal, Stuart held the field, but he hadn’t routed the Yankees – as he almost always had before. Lee then moved into the North, ending up in Pennsylvania at Gettysburg. Stuart had interpreted his loose orders they way he wanted to, and gone raiding. It was the wrong decision, and Lee found himself moving blind. He didn’t know where Meade was, and found himself in a battle he didn’t really want at Gettysburg. Stuart arrived on the second day, and late in the day. Then he couldn’t force the Union rear, being checked by Gregg and Custer. He was left with the less heroic, if still important role, of covering Lee’s retreat to Virginia.
The Cavalry Corps saw plenty of action in the Bristoe Station campaign, but couldn’t help A.P. Hill save disaster. The was less to do over the winter of 1863-64, aside from smothering Dahlgren’s Raid, and the cavalry didn’t have much of a role in the Battle of the Wilderness. Stuart couldn’t prevent Sheridan raiding the communications of the Army of Northern Virginia, but Stuart intercepted Sheridan as he was returning to his base. The result was the Battle of Yellow Tavern. Stuart’s force (not his whole Corps) was outnumbered; Union cavalry had matched the Confederates in quality, and Sheridan was as fine a general as Stuart. Stuart lost the battle, and was mortally wounded in the process.
He was evacuated to Richmond, and died the next day, May 12, 1864. Lee later said he had lost his right arm when Jackson died, and his eyes when Stuart was killed.