Best Leadership Books of All Time

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Questions of Character: Illuminating the Heart of Leadership Through Literature by Joseph L. Badaracco Jr. (2006)

What can literature’s greatest characters teach us about leadership? An infinite amount, according to Badaracco, whose literature course, “The Moral Leader,” is a popular draw at Harvard Business School. Common among nearly all the great works of literature is a central character facing a grave challenge. Think Antigone, Death of a Salesman’s Willy Loman or Things Fall Apart’s Okonkwo. Badaracco segments his book into eight different questions leaders commonly face and illustrates each one with a literary example. The result is a wise, and never pedantic, reflection on the challenges of leading and the perils of failing to do it well. —Devon Pendleton