Charleston?s longest-serving mayor discusses his experiences as an undergraduate at The Citadel (1960-1964). Prompted by a yearbook photo, Riley shares memories of his classmates, including a company commander with a proclivity for pranks involving wildlife. Riley also reflects on Charleston's Civil War Centennial events, which were part of a year-long national commemoration. Cadets re-enacted the December 1861 firing on the federal supply ship, the Star of the West, which preceded by four months the attack on Fort Sumter that marked the start of the Civil War. Riley recalls his cousin Steve Schachte firing a model cannon at a Star of the West replica from the roof of the family home on Charleston's Battery. Riley also describes his relationship to Thomas Nugent ("The Boo") Courvoisie, a beloved Citadel administrator. A trip to New Orleans as a member of the Summerall Guard during Riley's senior year was especially memorable. He additionally reflects on his early work experiences, including assisting his father in his insurance business and an internship in Congressman Mendel Rivers's office in Washington, DC. Riley concludes with some reflections on the influence of John F. Kennedy and Martin Luther King, Jr. on his values.