2. Robert E. Lee
3. Thomas J. Jackson (Stonewall)
4. William Tecumseh Sherman
5. Ulysses S. Grant
Sorry I am a Civil War Buff kind of a little favoritism on my list
Okay
Robert E. Lee- and his Army of Virginia inflicted defeat after defeat on a force that was better armed and far outnumbered his. If Lee had taken Gettysburg the Union would not have lasted much longer, he had taken their morale and wiped his ass with it. But like so many Generals he got blinded but the imminent victory and the adrenaline from having pushed into true Union territory that instead of flanking or pulling back and regrouping he ordered Pickett's Charge one of the worst military blunders in history. He ordered his men to charge a well armed well entrenched Union position over a wide open field of over 500 yards.
Thomas J Jackson- most know him as Stonewall Jackson this man had the nerves of steel and had he been alive at Gettysburg I think we would be in a different place right now. He was R.E. Lee's right hand man
William Tecumseh Sherman- He obliterated whatever morale anyone in the South had left by burning and destroying everything on his way to Atlanta he destroyed roads, rails, literally everything in his path leading to the eventual surrender
U.S. Grant- Although Grant spent most of his time in the Western Theater he was responsible for orchestrating the capture of the Confederacy's supply routes and Ports slowly strangling them and with Sherman burning everything else, the South had no other choice than to concede defeat