On this week’s episode of Arroyo Grande, blues-rock legend Kenny Wayne Shepherd joins Raymond Arroyo to talk about the enduring power of musical tradition, the threat AI poses to real artists, and the spiritual roots that shape his work. Fresh off a Grammy nomination, Shepherd reflects on honoring the blues while carrying it forward for a new generation.

He shares the remarkable story behind his collaboration with 91-year-old blues pioneer Bobby Rush, explains why authentic music can’t be manufactured, and opens up about faith, family, and finding purpose through art. From touring with rock icons to witnessing the changing music industry, Shepherd offers a rare look at a life shaped by passion, humility, and devotion to craft.

Plus: Raymond breaks down the growing impact of AI-generated music and what it means for real performers and the future of creativity.

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0:00 - Introduction
0:46 - AI Music at the Olympics
1:38 - AI Artists on the Charts
2:38 - When Music Loses Its Soul
4:08 - Kenny Wayne Shepherd Intro
4:45 - Bobby Rush & Young Fashioned Ways
8:11 - Ave Maria Sponsorship
9:39 - Recording with Bobby Rush
13:54 - Respecting Tradition
18:41 - Why the Blues Matters
20:38 - First Record Deal
22:56 - Ledbetter Heights
24:35 - “Trouble Is” & Record Industry Truths
28:47 - Social Media & Music Today
31:15 - Touring with Legends
36:43 - 10 Days Out & Blues Heritage
39:08 - Carrying the Blues Forward
40:56 - Faith & Career
44:37 - Family & Motivation
47:33 - Recording Live in Studio
49:22 - Arroyo Grande Questionnaire
1:04:42 - The Haul