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I am Assistant Professor of Philosophy at the University of North Carolina at Greensboro, and here is a list of the seven philosophical pieces of writing that I think someone first getting into philosophy should read, and why:
Plato’s Euthyphro (~399 BCE)
Rene Descartes’ Meditations
Princess Elizabeth's letter to Descartes
David Hume's Dialogues Concerning Natural Religion
HP Grice's Logic and Conversation
HLA Hart's The Concept of Law (just chapters 2, 3, and 4)
Peter Singer's Famine Affluence and Morality