Armchair Expert with Dax Shepard Chris Stapleton
Jan 19, 2026
Chris Stapleton, a Grammy-winning singer-songwriter known for hits like 'Traveller,' dives deep into his love for silence and its role in songwriting. He shares stories about his upbringing in Kentucky and the pressure of sudden fame, revealing how he prefers meaningful music over deadlines. Chris recounts his journey from college to Nashville, his collaboration experiences, and balancing family life with five kids. He reflects on the impact of his performance with Justin Timberlake, highlighting the serendipity in his career and the importance of surrounding himself with the right team.
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Fame Changes How Extroverts Show Up
- Fame can make extroverts suddenly feel pressure to perform and be likable to fans.
- Chris Stapleton said that attention created anxiety about delivering for people who already know him.
From No Money To A Publishing Deal
- Chris moved to Nashville with almost no money and called a salaried songwriter after hearing he might help.
- Within seven days he secured a publishing deal that launched his songwriting career.
Prioritize Terms Over Upfront Cash
- Prioritize contract terms and reversions over upfront cash when starting out in publishing.
- Chris Stapleton says terms often matter more than immediate money for long-term ownership.
