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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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This episode is a must-listen for any woman in her twenties navigating growth, identity shifts or a major life pivot.
Today I’m joined by Keara Callahan — a mindset coach, content creator and the founder of For Better Days Club, a global community helping women stop playing small and start creating lives that actually excite them.
Keara shares her incredible story of transformation — from living in Miami with her long-term boyfriend, working in corporate and running a health coaching business…to breaking up, moving back in with her parents, quitting her corporate job (for good) and booking a one-way flight to Bali that changed everything.
We dive into:
The power of trusting your intuition above logic
How identity shifts unlock our most authentic, aligned lives
Rebuilding your life when you're completely burnout
The loneliness that can come from misaligned relationships
Keara's mind-blowing experience with Human Design and how it gave her permission to fully be herself
What it really means to follow your path and stop waiting for permission to go for it all
How Keara gave herself a clear deadline to finally leave her corporate job and pursue her new life
Moving home to reset without guilt and shame: giving yourself full permission to pause, rebuild and realign
What it feels like to outgrow your environment, your passions and even your relationships
Letting go of external timelines and honoring your inner voice
Creating a brand that gives women permission to start over, take up space and live life on their terms
Why choosing yourself isn’t selfish — it’s the start of everything
This conversation is packed with truth, wisdom, laughter and so much empowerment. It's everything we both wish we had in our mid-twenties: raw, honest and wildly encouraging.
Whether you’re craving freedom, clarity, a career shift or a deeper connection to your intuition, this episode is your reminder that it’s never too late to start over and become the version of you who doesn’t wait anymore to create your dream life.
xo, Rebekah Joy
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