Waylon Jennings' Road to Outlaw Country - A Deep Dive with Scott Shea

Waylon Jennings' Road to Outlaw Country - A Deep Dive with Scott Shea

In this episode of Set Lusting Bruce, host Jesse Jackson welcomes his friend Scott Shea to discuss Waylon Jennings' formative years and a significant concert that propelled Jennings into his outlaw country phase. The conversation delves into the challenges Jennings faced in the Nashville music system, his collaboration with manager Neil Resin, and key moments in his career. Additionally, Jesse and Scott briefly discuss life updates, the Super Bowl, and the state of their favorite football teams. This in-depth discussion provides a fascinating look at the transformations in Waylon Jennings' music career and his lasting impact on country music. 00:00 Welcome to Set Lusting Bruce 00:46 Catching Up with Scott 01:06 Winter Woes and Family Life 01:44 Eagles Super Bowl Hopes 04:54 Waylon Jennings' Turning Point 06:21 Waylon's New Manager and Career Shift 07:58 Max's Kansas City Concerts 11:13 Waylon's Influence and Legacy 23:42 Exploring Waylon's Music and Books 25:19 Final Thoughts and Farewell Learn more about your ad choices. Visit megaphone.fm/adchoices

Episoder(1561)

"Sober Paths and Spiritual Growth: Ryan T. Reichert on Life's Challenges"

"Sober Paths and Spiritual Growth: Ryan T. Reichert on Life's Challenges"

Host Jesse Jackson introduces a B-side episode of Set Lusting Bruce featuring Ryan Riker, a North Dakota native and retired Army infantry lieutenant colonel who served 23 years with deployments to Afg...

23 Apr 1h 4min

"Deep Dive: From Bruce Springsteen to Aaron Sorkin with Jeff Mezydio

"Deep Dive: From Bruce Springsteen to Aaron Sorkin with Jeff Mezydio

Host Jesse Jackson welcomes returning guest Jeff Blum, a Chicago-based freelance sports and entertainment writer and para-professional working with autistic students. They briefly discuss current spor...

21 Apr 46min

"Exploring the Joy of B-Movies and the Unexpected Charm of 'Sinners'"

"Exploring the Joy of B-Movies and the Unexpected Charm of 'Sinners'"

Ken Schaefer is one of my dearest friends. He watches at least one movie a night and sometimes two. He loves B Movies, the cheesier the better. I asked his thoughts on the 2025 film Sinners and he ...

17 Apr 16min

Why Springsteen’s 2026 Land of Hope and Dreams Tour Could Be the Exclamation Point to his Legacy

Why Springsteen’s 2026 Land of Hope and Dreams Tour Could Be the Exclamation Point to his Legacy

In today's episode, Jesse discuss the significance of the 2026 Land of Hope and Dreams tour. Jesse argues the 2026 tour is a “patriotic protest tour” centered on democracy, freedom, and the Constitut...

15 Apr 12min

Across Timelines with Maddie Frye: Seeger Sessions, U2, Faith, and the E Street Community

Across Timelines with Maddie Frye: Seeger Sessions, U2, Faith, and the E Street Community

Host Jesse Jackson welcomes London-based journalist Maddie Frye to a “timey-wimey” episode of Set Lusting Bruce, exploring her path to Bruce Springsteen and U2 and how music shaped her spiritual and p...

14 Apr 55min

Setlist Dreams and E Street Reality

Setlist Dreams and E Street Reality

Some fans aren’t thrilled with the Land of Hope and Dreams setlist — and Jesse has thoughts. He shares his HBO (Hot Bruce Opinion) and invites anyone who disagrees to send their counter‑take to setlus...

9 Apr 7min

Across Timelines with Maddie Fry: Bruce, U2, and Music as a Spiritual & Political Awakening

Across Timelines with Maddie Fry: Bruce, U2, and Music as a Spiritual & Political Awakening

Host Jesse Jackson welcomes London-based journalist Maddie Fry to a “timey wimey” episode of Set Lusting Bruce to discuss how she discovered Bruce Springsteen through a 2006 BBC broadcast of The Seege...

7 Apr 55min

Bonus Episode -  The Running Man (2025) Review & Ranking: Edgar Wright’s Stephen King Adaptation

Bonus Episode - The Running Man (2025) Review & Ranking: Edgar Wright’s Stephen King Adaptation

In this episode of the Stephen King podcast, Lou is joined by co-hosts Jesse and Karen to discuss Edgar Wright’s 2025 adaptation of The Running Man, the second film version after the 1987 Schwarzenegg...

5 Apr 1h 25min

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