The Notorious Benedict Arnold

Why do you think Sheinkin chose to open the book with a preview of John André's execution, rather than with something relating directly to Arnold? Do you find it to be an effective opening?

Sheinkin's book claims that Arnold is “hopeless at political maneuvers.” What are some instances that show Arnold's lack of diplomatic finesse?

In what ways might Arnold's childhood experiences—particularly his attitude toward authority—predispose him to take part in the American Revolution? 

Do you think Arnold's decision to switch to the British side is selfishly motivated, or was it—as he claims in his letter to Washington—motivated by patriotism? Do you think his decision could be justified in light of the progress of the war at the time?

Does Arnold's treason come as a complete surprise, or is it foreshadowed by any of his previous behavior and character traits?

Sheinkin describes Arnold's defense of himself during his court-martial as “self-righteous.” Do you agree? Do you think his complaints about “vile prostitution of power” and “glaring tyranny and injustice” toward him are justified?

As governor of Philadelphia, Arnold comes in conflict with the Pennsylvania council leader James Reed over the issue of what behavior should be seen as political (for example, entertaining guests from the Loyalist side). Discuss some issues or behaviors in  contemporary society which might be seen as political or apolitical depending on the context.

Why do you think John André chose to identify himself as British when stopped by the American militiamen on his way to New York? Might things have gone differently if he had said he was American?