Robert E. Lee
Discussed extensively in the context of historical interpretation, acknowledging his military effectiveness and admirable traits while also condemning his decision to join the Confederacy and his role as a slave owner.
Videos Mentioning Robert E. Lee

Bill Rasmussen Interview | The Tim Ferriss Show (Podcast)
Tim Ferriss
Commanding general of the Confederate States Army during the American Civil War, whose actions during battles like Gettysburg were discussed by Dr. Crandall.

Interview with Doris Kearns Goodwin | The Tim Ferriss Show (Podcast)
Tim Ferriss
Confederate General whose army escaped after Gettysburg, leading to Lincoln's 'hot letter' to General Meade.

A Masterclass on Leadership | Stanley McChrystal | Knowledge Project 132
The Knowledge Project Podcast
Discussed extensively in the context of historical interpretation, acknowledging his military effectiveness and admirable traits while also condemning his decision to join the Confederacy and his role as a slave owner.

Jeremi Suri: Civil War, Slavery, Freedom, and Democracy | Lex Fridman Podcast #354
Lex Fridman
Confederate General, largely considered a villain in Jeremi Suri's book due to his refusal to acknowledge defeat and help unify the nation post-Civil War, instead becoming a rallying figure for Confederate ideals.