
Literally! With Rob Lowe Kenny Chesney: Every Rut of Every Highway
Jan 15, 2026
Kenny Chesney, a celebrated singer-songwriter and Country Music Hall of Fame member, joins Rob Lowe for a heartfelt chat. He opens up about how a failed romance sparked his passion for songwriting and the journey of writing his memoir, Heart Life Music. Kenny shares how the film 'The Boys of Fall' rekindled his creativity after a period of burnout. He reflects on his East Tennessee roots, friendships that keep him grounded, and the challenges of connecting with audiences in grand venues like Sphere.
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Creative Spark From Sports Documentary
- Kenny Chesney describes hitting creative numbness after years on the road and how the Boys of Fall project reignited him.
- The project put him into living rooms of sports legends and sparked a new creative energy that sustained his career.
Heart Life Music: The Memoir's Thread
- Kenny explains the origin and theme of his memoir Heart Life Music as a reflection on dream, life, and music.
- He traces the thread from a kid staring at stars in East Tennessee to meeting heroes and threading music through his life.
Betting On Your Old Friends
- Kenny recounts bringing his three long-time friends into his touring life and betting on each other.
- They’ve toured together for decades and those friendships kept him grounded and focused on the road.





