
We are often sold the myth that success cures insecurity. Brandy Clark joins us to unravel that narrative. Named one of the '"30 Greatest Living Songwriters" earlier this year by the New York Times, she is also a Grammy-winning artist who has placed her songs with Kacey Musgraves, Miranda Lambert, Keith Urban and Reba McEntire. In addition, she is the co-writer of the Tony Award-winning musical Shucked. In this beautiful conversation, originally aired in November 2024, she opens up about her fifteen-year journey to a breakthrough, the courage it takes to be a gay woman in country music, and the importance of only staying in rooms where you feel like a genius.
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Madison Cunningham on letting go of work, shifting ambition, and subconscious burner accounts.

Jim James on the illusion of arrival, healing the internal workhorse, and alien-mandated therapy.

Maggie Smith on self trust, moving beyond scarcity, and name-brand cereal.

Rodney Crowell on letting go of recognition, 40-year songs, and talking to trees.
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