#864. WWE legend Charlotte Flair (aka Ashley Fliehr) joins me for a rare and raw conversation about everything beyond the ring — from the pressure of living up to Ric Flair’s legacy, to becoming the first woman to win two Royal Rumbles, to carrying the weight of being a generational talent while building a name of her own.

She opens up about how her late brother’s passing led her into wrestling, the emotional reality behind her egg-freezing journey, and why it’s taken her nearly a decade to finally ask herself: “What does Ashley want?”

We get into body image, aging in the spotlight, dating, and how she’s learning to soften — even when the world expects her to be a villain.

Enjoy my conversation with Ashley!!

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EPISODE HIGHLIGHTS: 

• (4:06) Breaking free from Ric Flair’s shadow — becoming a legend in her own right
• (9:29) How the loss of her brother led her to wrestling
• (18:40) The challenge of separating Ashley from Charlotte in the public eye
• (28:55) Opening up about her  divorce, & and her egg freezing journey
• (37:10) Is Ashley ready to date again? A hopeless romantic speaks her truth!

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