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.
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.