All Episodes

August 5, 2025 49 mins

#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!!

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Dime Beauty: Go to DIMEBeautyCO.com today and get 25% off your order with code VINE.

Figs: If you’re in healthcare—or shopping for someone who is—you can get 15% off your first order at wearfigs.com with the code FIGSRX. 

Progressive: Visit Progressive.com to see if you could save on car insurance.

Lady World: Come Join me for a fun weekend! Get your tickets now at LadyWorld.CO


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!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mark as Played

Advertise With Us

Popular Podcasts

New Heights with Jason & Travis Kelce

New Heights with Jason & Travis Kelce

Football’s funniest family duo — Jason Kelce of the Philadelphia Eagles and Travis Kelce of the Kansas City Chiefs — team up to provide next-level access to life in the league as it unfolds. The two brothers and Super Bowl champions drop weekly insights about the weekly slate of games and share their INSIDE perspectives on trending NFL news and sports headlines. They also endlessly rag on each other as brothers do, chat the latest in pop culture and welcome some very popular and well-known friends to chat with them. Check out new episodes every Wednesday. Follow New Heights on the Wondery App, YouTube or wherever you get your podcasts. You can listen to new episodes early and ad-free, and get exclusive content on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. And join our new membership for a unique fan experience by going to the New Heights YouTube channel now!

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

24/7 News: The Latest

24/7 News: The Latest

The latest news in 4 minutes updated every hour, every day.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.