In this episode, Kaylee Bell opens up about the long road behind her so-called “overnight success” from growing up in New Zealand where country music didn’t exist on the radio, to becoming one of the region’s biggest modern country exports.
She talks candidly about spending nearly two decades grinding without guarantees, being told releasing a tribute song could be “career suicide,” and why trusting her instincts even when the industry pushed back changed everything. Kaylee breaks down how songs like Keith and Cowboy Up came to life, what interpolation really means, and why fan connection now matters more than gatekeepers.
Beyond the music, this conversation goes deep into the realities of being a female artist in country music the double standards, the business side no one teaches you, and the pressure to look perfect while holding everything together. Kaylee also shares her deeply personal health journey, years in and out of hospital, being told she might never have children, and the emotional shock of discovering she was pregnant right as her career reached a new level.
This episode is about resilience, risk, self-belief, and redefining success on your own terms proving that you can chase big dreams, speak up, become a mother, and still do meaningful, creative work.
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