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July 29, 2025 47 mins

Oh the things you’ll learn after 20+ years of fitting folks for bras. In this solo episode, host Kimmay Caldwell dishes on the truth behind the curtain, and shares powerful, personal lessons from The Fitter Files, a storytelling series based on her 20+ years as a bra fitter. What if the support you’ve been waiting for…is something you actually deserve right now

 

Through emotional insights and practical wisdom, Kimmay challenges the toxic belief that worthiness must be earned or delayed until your body changes or you think you’re “enough”. This episode is more than just about bras. It’s an opportunity to step into support (in every sense of the word) NOW. 

 

From financial fears to shame-based shopping, and fitting room tears to joyful breakthroughs, Kimmay invites you into a conversation about radical self-care, rejecting tempting societal norms, and honoring your body exactly as it is today. Hurray!

 

Key Takeaways:

●      An introduction to The Fitter Files: How sacred support led to life lessons; Kimmay’s new series of the powerful takeaways after 20+ years of fitting folks for bras

●      You Deserve Support Now: Kimmay will explain how delaying your bra support has massive implications beyond the bra, and what you can do about it 

●      Understand the Ripple Effect: Learn how if you do something in one area of your life, you’re likely to do it in another (and how to take a step toward your hurray!) 

●      The “F Words” Holding You Back: The 6 “F Words” that are stopping you from supporting your body and stepping into your worthiness today 

●      Start Now, Not Someday: Simple and powerful truths to shift your perspective and finally take a small (but important) step toward honoring the body you have today - not in 10 pounds, 10 years, or once you have a partner

 

Mentioned in This Episode:

The Fitting Room Files – An introduction to a powerful new series on the show uncovering emotional truths and self-worth lessons straight from the fitting room.
Bra Budgeting Article – A thoughtful guide on how financial investment in bras is also an investment in self-esteem: https://hurraykimmay.com/shopping-for-bras-on-a-budget/
Free Fit Guide – Kimmay’s compassionate tool to help you find a bra that fits your body, not a number or expectation: https://www.Hurraykimmay.com/freefit

 

“Your body is not a problem to fix. It is worthy of care, support, and celebration right now.” – Kimmay Caldwell

 

All that and more on this episode of The Hurray Show. Listen now and start celebrating your own story, one HURRAY at a time.

 

Don’t forget to like, comment, and subscribe for more inspiring stories!

 

Connect with Kimmay Caldwell:

●      Share your thoughts and connect with Kimmay on Instagram - https://www.instagram.com/hurraykimmay/

●      Get special show info, links, and more at https://www.hurraykimmay.com/podcast 

●      For more valuable content, subscribe to The Hurray Show on your favorite platform: YouTube, iTunes, Spotify, or Amazon Music 

●      Leave us a review on all popular podcast platforms and share how this episode has impacted you.

●      More visual? Hop over to our YouTube channel and hit the subscribe button to watch the show! 

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