Armchair Expert with Dax Shepard
Armchair Expert with Dax Shepard

Chris Stapleton

January 19, 2026 • 1h 59m

Summary

⏱️ 11 min read

Overview

Chris Stapleton joins Armchair Expert for an intimate conversation about his journey from Kentucky coal country to country music stardom. The Grammy-winning singer-songwriter discusses his unexpected path from writing songs for other artists to becoming one of the most respected voices in music, while maintaining remarkable humility about his success. He opens up about his creative process, the challenges of fame, his relationship with control and perfectionism, and finding balance between his career and family life with five kids.

Early Life and Humble Beginnings

Chris reflects on his upbringing in small-town Kentucky, where his father owned a coal mine and worked tirelessly to support the family. Despite financial struggles that sometimes required his father to work in Cincinnati, Chris felt secure and safe. He describes his father as stern but fair, with black-and-white thinking that shaped Chris's own approach to life. His childhood experiences in this hardworking environment laid the foundation for his work ethic and grounded perspective.

  • Chris grew up in Staffordsville, Kentucky, a suburb of Pikeville with roughly 2,625 people
  • His father was a coal miner who owned his own mine, working from before sunrise to after sunset
  • His father was stern but fair, with very black-and-white thinking about things he believed in
  • When the mining business struggled, his father had to work in Cincinnati for Pirelli's cable division
" He left before the sun was up and came home after the sun was down. "
" He was a fair man, but a hard man. Stern, very black and white about things that he believed in, and unyielding to a fault. "

Academic Success and Football Days

Surprisingly for someone who exudes artistic sensitivity, Chris was valedictorian of his high school class and played football as a linebacker. He admits he would have chosen professional football over music if he'd been good enough, revealing how his path to music was less predetermined than it might appear. His competitive nature and physical toughness from football contrasts beautifully with the tenderness in his music.

  • Chris was valedictorian, though he jokes there were only two people competing for the honor
  • He played linebacker in high school while his older brother was a free safety
  • Chris would have chosen professional football over music if he'd been talented enough
  • His brother, three years older, just retired from the FBI and was always protective
" If I had been good enough, I'd still be playing. I would have played football over playing music. "

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