Chicago newspaper columnist Mike Royko discusses his book "Boss: Richard J. Daley of Chicago" and its subject, former Chicago mayor Richard J. Daley.

Norman Pellegrini interviews Studs Terkel to discuss his life and career as a radio personality. Studs recalls a specific moment walking through the streets of Chicago and hearing blues music coming through the window of someone’s home. As Studs recalls, this moment is one that jump-started his interest in music and radio and inspired him to leave his life of studying law and move into the unknown of music radio. Technical engineer and producer of the show, Jim Unrath, joins the conversation to recount previous interviews and programs of Studs'.

A reporter for WMAQ-TV, an NBC affiliate, Pat Thompson talks about her background and her TV reporting career. Ms. Thompson loved to read books, to be in other locales. Going into TV was the result of realizing she received her news mostly from the television.

Irv Kupcinet said he was embarrassed to admit how many hours he'd spend per day working on one story for his column. Kup explained his work life, his social life and personal life all gelled together because he was working about 18 hours a day. Reading papers every morning and making phones to his various contacts were the main ways Irv Kupcinet got his information.

Renault Robinson, founder of the African American Patrolman's League in Chicago, and Robert McClory, journalist and author of a biography of Robinson, "The Man Who Beat Clout City," discuss Robinson's life and court case, Robinson v. Chicago Police Department. Robinson recalls how he was seen as a model policeman until he created the Afro-American Police League, when the Police Department started treating him differently.