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#45 Crowned & Candid: Kaylee Wolfensberger, Miss Montana 2024
May 01, 2025 · 62 min

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What really happens after the crown goes on and the cameras stop? In this brand new series, Crowned & Candid, I’m sitting down with Kaylee Wolfensberger, Miss Montana 2024, to talk about the realities of state titleholder life; the stuff most people don’t see.

Kaylee is only 20 and went into Miss Montana just planning to get some experience. She wasn’t expecting to win, and that pressure-free mindset? It allowed her to show up fully as herself… and walk away with the crown. But with that win came a crash course in doing it all—often alone.

Unlike titleholders from bigger states with teams and budgets, Kaylee handles everything on her own. She’s scheduling appearances, driving hours across rural Montana, managing her initiative, creating content, going to college full-time, and working a job to fund her Miss America prep. It’s a lot. The mental load is heavy, the learning curve is steep, and the growth? Whew. It’s real.

She’s also super honest about what didn’t go as planned—like her piano performance at Miss America. But instead of letting that define her, she found new perspective and turned her focus to growing the Miss Montana program for the next generation.

Kaylee’s initiative, Healing Harmonies, brings music education to underserved kids—work that’s personal to her because music was her safe space during a really difficult childhood. Some of the kids she visits will only meet one person in a crown all year… and that person is her.

This conversation is raw, real, and full of wisdom for anyone curious about what it actually takes to wear the crown. If you’re a titleholder, a pageant hopeful, or just someone who appreciates honest leadership stories—you’ll want to tune in.

Subscribe now for more behind-the-scenes stories from the women who lived it, right here on Sash & Soul.

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