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The Upload with Brooke Taylor

The Upload with Brooke Taylor

David Nail: Finding Joy After Loss, Letting Go of “What’s Next” & Realizing He Already Has Enough

Oct 7, 2026 · 1h 21m

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About this episode

This week on The Upload , Brooke Taylor sits down with Grammy and ACM-nominated country artist David Nail for an incredibly honest conversation about success, family, grief, faith, and learning to appreciate the life that’s right in front of you. David has spent more than two decades in Nashville, with hits like “Red Light,” “Let It Rain” and “Whatever She’s Got.” Now, he’s releasing Flowers —his first full-length album in more than a decade—and says he’s experiencing his career from a completely different perspective. The nerves are still there, but so is something that wasn’t always as easy for him to find: joy…