Shawn Ryan Show

#39 Struggle Jennings

Oct 31, 2022
Struggle Jennings, a country rap superstar with a tumultuous past, shares his journey from gang life and drug dealing to musical acclaim. He discusses the powerful impact of his song "God, We Need You Now," which resonated deeply during tough times. Jennings reflects on his childhood struggles, the emotional weight of loss, and the role of music in fostering resilience. He also touches on themes of redemption and overcoming adversity, showcasing how his experiences shape his artistry and connection with fans.
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ANECDOTE

Early Life and Family

  • Struggle Jennings' mom, the daughter of Waylon Jennings and Jesse Coulter, had him at 16.
  • His mom sang backup for Waylon and navigated several abusive relationships.
ANECDOTE

Life After Father's Passing

  • After his father's death, Waylon Jennings pulled Struggle out of school for the rest of the year.
  • This led to Struggle becoming a neighborhood courier for older kids.
ANECDOTE

School and Low-Income Housing

  • Waylon Jennings paid for Struggle's education at a private school.
  • However, after getting expelled for fighting, Struggle moved with his mom to low-income housing.
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