Riley describes meeting his father's politically-connected friends, including Congressman Mendel Rivers, and Senator and Governors James F. Byrnes, and Fritz Hollings. All close associates of his father. He also recounts his efforts to recruit Ken Burns to support the International African American Museum. Riley compares his father's and J.C. Long's careers in real estate development and civic affairs in Charleston and reveals that his father once considered running for mayor. Riley also explains the problems Charleston faced in the last years of the administration of mayor J. Palmer Gaillard Jr. Riley describes having Citadel President General Mark Clark visit the family home. Riley explains his decision to attend The Citadel and recounts his first year.
The Mayor of Charleston discusses the Making Cities Livable International Conference in Charleston in February 2000. He emphasizes the importance of farmers and farmers' markets in Charleston. Riley explains the implementation of an urban growth boundary on John?s Island, which prevents any urban or suburban type developments beyond the boundary. Riley suggests that the urban growth boundary protects farmers from the infringement of developers.
The former Charleston mayor discusses family storytelling. He considers himself and his mother's side of the family to be introverted. His father's side are talkative, "Irish" storytellers. Riley shares family lore he received as a child. These include impressions of his father and his political associates, including Senators James F. Byrnes and Fritz Hollings. He also shares family stories and impressions of memorable relatives, including his grandfather J. Edwin Schachte's involvement with the Knights of Columbus, his uncle Lawrence G. Riley's life in the merchant marine, and pranks with his uncle John E. Riley. Riley lore also ties the family to the Civil War through his great grandfather Henry Oliver, a Confederate veteran. After the Civil War, Oliver walked home from Richmond, Virginia. The interview concludes with Rileys childhood memories of World War Two.
Riley discusses his successful campaign for Mayor of Charleston in 1975. Charleston's long-serving mayor, J. Palmer Gaillard had resigned in April 1975 to accept President Ford's nomination to serve as Deputy Assistant Secretary of the Navy for Reserve Affairs. State Representative Robert R. Woods endorsed Riley after considering his own bid for the mayor's office. Riley also discusses transitioning from state to municipal politics and asserts that he had only intended to serve one term. Rileys involvement in Charles "Pug" Ravenel's unsuccessful gubernatorial run the previous year introduced him to David Rawle, a New York-based media consultant. Rawle agreed to work on the Riley campaign and remained among the mayor's closest associates over the course of his forty years in office. Riley also shares his memories of businessman and civil rights leader Esau Jenkins as well as his first serious political opponent, Nancy Hawk. He concludes with reflections on his family's involvement in the campaign.
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.
Riley describes his close relationship with the Carter administration. He discusses receiving a surprise Sunday evening phone call from President Carter and the president's visit to Charleston. Riley also explains how his close ties to the administration aided in the annexation of the Citadel mall into the city of Charleston in 1980.
The former mayor of Charleston reflects on the first seven months of his retirement and indicates that he is satisfied with the decision not to seek re-election. He also comments on recent protests in cities across the country regarding the use of excessive force by police departments. The bulk of the interview focuses on the events related to Hurricane Hugo in September 1989 and his leadership of the recovery efforts. He discusses the challenge of alerting residents to the coming danger and the need to evacuate without triggering panic. He remembers the evening of the storm, hunkered down in City Hall with key staff. Riley stressed to Police Chief Reuben Greenberg that there should be no looting in the aftermath of the storm. He also discusses key events during the recovery. He concludes with memories of his only Oval Office meeting with President Ronald Reagan, who showed little interest in the discussion of low income housing.
Riley discusses his years in the South Carolina House of Representatives (1968-1974). During those years, Riley was part of a small group of young legislators known as the Young Turks, which attempted to pass progressive reforms but faced the opposition of conservative legislators lead by the long-time serving Speaker of the House, Solomon Blatt Sr. Riley discusses his 1968 campaign and the unsuccessful runs of James Clyburn and Herbert Fielding. The interview concludes with Riley reflecting on his wife Charlotte's role and presence in his political career.
Riley discusses his close ties to Hillary and Bill Clinton. Riley discusses meeting and supporting Bill Clinton during his presidential campaign. Clinton returned the favor and assisted Riley to keep the federal courthouse downtown. Riley also discusses his discovery and enthusiasm for Barack Obama. Riley explains his support for Obama over Hillary Clinton in 2008. He asserts that he has maintained a positive relationship to the Clintons despite opposing the administration's decision to close the Charleston Navy Base. He acknowledges that the campaign to keep the base open distracted him from his campaign for governor in 1994.
The former Charleston mayor discusses the impact of Hurricane Hugo (1989) on the region. He spotlights the emotional toll that it took on area residents and rejects suggestions that the storm benefited Charleston. Hugo elevated Riley's public profile, but he declined to run in the 1990 governor's race. The recovery led to tensions with Federal Emergency Management Authority and Republican officials. Riley expressed gratitude for Senator Ernest Hollings' outspoken criticisms of FEMA. Riley observes that FEMA is more proactive and professional as a result of their failures in 1989.
