What happens when the life you worked so hard for no longer feels like your dream? In this deeply honest conversation, author + self-healing expert Yasmine Cheyenne joins Lindsey to unpack burnout, reinvention, and the emotional reality of entering your “comeback era.”
Yasmine opens up about the pressure women feel to hold everything together while secretly feeling disconnected. From motherhood and ambition to the weight of comparison and perfectionism, she shares how self-betrayal kept her stuck—and why honesty finally set her free.
Together, they discuss reconnecting with your younger self + learning how to trust your desires again. Yasmine shares wisdom on boundaries, self-worth + taking small steps toward the life you actually want. This conversation is a powerful reminder that it’s never too late to choose yourself.
We also talk about:
- Reconnecting with your younger self
- Why success can still feel unfulfilling
- Comparison, perfectionism + self-betrayal
- The fear of starting over later in life
- Building self-trust through small daily steps
- Boundaries, honesty + hard conversations
- Grieving old versions of yourself
- -Redefining success on your own terms
- Giving yourself permission to choose yourself
Resources:
- http://yasminecheyenne.com
- http://instagram.com/yasminecheyenne
- https://www.harpercollins.com/products/the-comeback-era-yasmine-cheyenne?variant=44065298153506
- https://yasminecheyenne.substack.com/
- Order our book, Almost 30: A Definitive Guide To A Life You Love For The Next Decade and Beyond, here: https://bit.ly/Almost30Book.
Sponsors:
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Learn More:
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Podcast disclaimer can be found by visiting: almost30.com/disclaimer.
Almost 30 is edited by Garett Symes and Isabella Vaccaro.






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