Here's an illustration I did recently for an educators' workshop at Central Michigan University. To offset the harsh realities of history, I decided to depict all the characters with pleasant looks on their faces.
The guy in the upper right is Professor Mark Carnes, in the role of Revolutionary War general and statesman John Morin Scott. Also shown: Frederick Douglass, Berthe Morisot, Emperor Wanli, Cardinal Robert Bellarmine, Emma Goldman, Socrates, Anne Hutchinson, and Jawaharlal Nehru. As themselves.