Why would someone practice after they’ve already “made it”? Why push yourself when the world already thinks you’re excellent?

These questions came to mind while listening to bluegrass guitarist Billy Strings reflect on his craft in a recent episode of Fresh Air. Billy plays to sold-out arenas, has won Grammys, and sold chart-topping albums, yet he still fears a sense of plateau.

“The more shows I play in a row, the more you can drive yourself back into these old default kind of almost like a rut of playing licks you always play… I’m not impressed with myself.”

Here’s an artist at the top of his field, still restless for growth. Strings admits he doesn’t know much music theory, still fumbles with technical terms, and yet chooses to lean into that discomfort rather than coast on talent.

His strategy: Take voice & guitar lessons. Practice harder. Ask for feedback.

And his coaches have provided him with some real gems: 

“One of my vocal coaches told me: just give me the information. I get onstage worrying about pitch and tone, but [I’ve learned] it’s like taking the kids to the park and being scared to let them go down the slide. ‘Just play — and focus on the story you are telling.’”

I’m no Billy Strings, but I’m also taking piano lessons again. For years I’ve played casually with my husband and friends — enough to keep a jam going, but not enough to grow much beyond my habits. I’m bored with my rhythmic, clunky, claw shaped chords. No one told me I needed to get better. But something in me longs to improve and bring more melody to my playing. 

Like Billy, I want the freedom of playing without overthinking — of sitting down, listening deeply, and letting the music flow. And that takes practice.

Mastery isn’t about arriving at a place of stability. It’s about staying curious and loose – even when you’re already skilled enough. It’s about continuing to build, not because you’re told to, but because you want to unlock what’s possible.

We’d love to hear from you! What skills are you currently building?

PS. Want to hear the result of Billy String’s recent practice? Check out his new album with Bryan Sutton “Live at the Legion” on Spotify or where you listen to music.