Don DeMichael, editor-in-chief of DownBeat, has brought a collection of jazz duets and critiques and evaluates the songs with Studs Terkel.

Stanley Dance discusses jazz and his the book "The World of Swing". He tells anecdotes of jazz musicians and talks about the history of different songs. The interview is interspersed with songs of the jazz/swing genre: "Stompin' at the Savoy," "Three Little Words," "Here Comes the Man with the Jive," "Where are You," "Passing it Around," "Effervescent Blues," "Who's Sorry Now," "Sleep" and "One More Once." Music has been removed from this recording for copyright reasons.

Studs interviews Marian McPartland, who is in Chicago to perform at Rick's Cafe and the Chicago Public Library. They discuss her various performances and recorded albums. McPartland shares techniques of playing Jazz with a piano. She discusses people and events that influenced her music. The musical numbers are removed from this edited version of the original recording.

Studs interviews Lawrence Freeman about his career in jazz. Studs notes that he first interviewed Freeman in 1939 as his first guest on his radio program with WGES. Freeman shares the names and events of influences in his life. He describes his interactions with other jazz musicians throughout his career and shares some stories about his brother, father, and childhood. Studs quotes Mark Miller of the Toronto Globe, music critic, for what he notes about Freeman.

Saxophonist Lawrence "Bud" Freeman discusses his career at the time of his book, "You Don't Look Like A Musician," with talk of his music and his colleagues in The World's Greatest Jazz Band.

Studs interviews Billy Taylor about his performance at the Rick's Cafe at the Holiday Inn in Chicago. They discuss what has influenced Billy Taylor's jazz music. Taylor explains some of his work with various other jazz musicians. This edited version does not include the music recordings.