This is the inaugural discussion of my series on fathers and sons reading Great books together. Here I discuss the reasoning behind the series, encompassing everything from Homer's Iliad and Odyssey, to Plato's Republic, Aristotle's Poetics, Xenophon, Plutarch, Shakespeare, Mark Twain, Melville, Bloom's Closing of the American Mind and, of course and definitively, the Bible. At issue is an assessment of we ourselves as educators of the youth and the meaning of greatness in the education fathers seek to cultivate in their sons.