The opening song is a rebroadcast from a previous recording with Studs Terkel. John Prine talks about his family history in Paradise, Kentucky and when he was born and raised in Maywood, Illinois (Chicago Greater Area). Prine is known for humorous lyrics about love, life, and current events, as well as serious songs with social commentary, or which recollect melancholy tales from his life. All the songs are played in the studio from his albums "John Prine" and "Diamonds in the Rough"

This program presents the musical group the Flying Burrito Brothers and their album 'The Gilded Palace of Sin'. Studs Terkel interviews two of the band members, Chris Ethridge and Gram Parsons. The following topics discussed are: the artists' backgrounds; their musical perspective; their songwriting; Los Angeles; earthquakes; their early life; their lyrics; life in the south (America); and instrumentation. The following musical excerpts are presented: "Wheels"; "Sin City"; "My Uncle"; "Do You Know How It Feels"; and "Hippie Boy".

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Paul Angle discusses his book "Crossroads: 1913," and Win Stracke provides a musical review. The three gentlemen talk in depth about the book with live and recorded music interspersed. Songs include: "Casey Jones - The Union Scab," "Sweet Adeline," "We Shall Overcome," "Oh, Dear, What Can the Matter Be," and "Immortality" by William Jennings Bryan (1908).

Studs Terkel presents a “musical portrait” of Steve Goodman with the musician joining him in the studio to discuss, listen to, and play songs from his album “Words We Can Dance To.” Goodman begins by performing the blues song “Glory of Love,” and Terkel plays a clip from Big Bill Broonzy’s rendition of the song; Goodman cites Big Bill as one of his many influences. Goodman also plays an old jazz song called “When the Red, Red Robin,” with Terkel connecting that song to his first memories of jazz.

Studs and John briefly discuss coal mining in Appalachia, specifically Blackey, Kentucky. Includes an interview with Joe Begley a coal miner from Blackey.

Celebration in honor of Jim Unrath's 25th Anniversary