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John Prine Revisited at 80

Oct 9, 2026 · 50m

Summary

In this tribute episode for John Prine’s 80th birthday, hosts Jim DeRogatis and Greg Kot revisit their 2018 interview with the late singer-songwriter. Prine discusses his early days as a mailman, his friendship with Steve Goodman, and his decision to launch his own indie label. He also shares anecdotes about writing songs with Phil Spector and the creation of his acclaimed album, The Tree of Forgiveness. The episode concludes with a classic album dissection of Prine’s debut record, featuring author Aaron Osman.

Topics discussed

Intro, Goose Island 312, and Chicago listener stories Patreon support and John Prine's passing Celebrating Prine's 80th birthday and his legacy Prine's health, voice, and proto-punk indie roots Writing process and early songwriting from age 14 The Chicago folk scene and meeting Steve Goodman Chicago's no-BS culture for songwriters Early critical acclaim from Roger Ebert and others Influences: Dave Van Ronk and the Carter Family Resisting rock anthems and emotional ambiguity Fan support and the birth of Oh Boy Records Pioneering indie label status in 1984 Frustrations with major labels and artistic control Playing 'Come Home' and the Oh Boy label focus Meeting Phil Spector via Robert Hilbert Collaborating with Steve Goodman and Phil Spector Phil Spector's persona and the Ramones' fear Decision to continue career despite setbacks Preview of Sony Music offer and independence Sponsor break: Quince clothing Return to interview: Prine's 80th birthday tribute Discussion of 'The Missing Years' album Turning down Sony Music to stay independent Writing 'The Missing Years' based on history Incorporating news events into the song Completing the song structure and chorus Respecting the audience's intelligence Family connections and intergenerational music Avoiding being overly serious in lyrics Humor as a survival mechanism The 'pork chop' rule for song improvement Writing session with Dan Auerbach of The Black Keys Playing 'Boundless Love' Writing about aging and 'Sam Stone' Inspiration from Vietnam veterans and protesters Depicting heroin addiction and hopelessness John Prine book and a humorous review The 'Exorcists' anecdote and audience reactions A reviewer's humorous experience at a show Chart success at age 71 and family influence 'Tree of Forgiveness' reviews and mortality themes Debunking the 'concept album' narrative Wife's perspective on the album's thread Closing thoughts on Prine's gift to music Connection to Heartland Rock and Kentucky roots Playing 'Muhlenberg County' Aaron Osman joins to discuss Prine's debut Atlantic Records and the Memphis session players Incorporating pedal steel and lyrical focus Session players gaining respect for Prine The uniqueness of the self-titled debut Prine's slow build and staying in Chicago Prine's influence on modern songwriters Debut album as a greatest hits collection Thanks to Aaron Osman and the hosts Outro and Patreon shoutouts
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