A Tribute and an Apology to Vic Chesnutt
Sep 23, 2026 · 11m
Summary
In this bonus episode, Greg Kot and Jim DeRogatis discuss the late singer-songwriter Vic Chesnutt, highlighting his unique artistry and tragic life. DeRogatis shares an embarrassing anecdote about a heated 1998 SXSW panel where he criticized Paul McCartney, causing Chesnutt to become upset. The hosts reflect on Chesnutt’s final album, *Flirted With You All My Life*, and his death in 2009, ultimately expressing deep respect for his legacy and apologizing for the earlier friction.
Topics discussed
Desert Island Jukebox intro
Welcome and Patreon support
Teaser for Vic Chesnutt segment
Goose Island Beer sponsorship
Listener story: Rob LaHood at block party
Return to show and Patreon plug
Introduction to Vic Chesnutt and Mark Kemp
Vic Chesnutt's biography and early career
Sweet Relief benefit and mainstream recognition
Jim's embarrassing SXSW panel story
Details of the Paul McCartney debate
Vic's reaction and Jim's regret
Analysis of 'Flirted With You All My Life'
Vic Chesnutt's death and apology
Audio clip: Flirted With You All My Life
Reflections on Vic's character and legacy
Debate on McCartney's legacy and consistency
Discussion on Flaming Pie and batting averages
Closing credits and sponsor info
The Zone boxing event promotion
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