In this powerful and deeply human conversation, Chely Wright joins The Iconic Midlife to talk about what it really means to own your truth — even when it’s terrifying.

Chely opens up about the years she spent living in fear, carrying secrets, and navigating the pressure to stay silent in order to survive. She reflects on the moment she decided she was done with whispers — and why telling the truth publicly wasn’t just brave, but necessary.

Together, Roxy and Chely explore:

1. Why fear keeps so many women small — especially in midlife
2. The difference between faith and religion, and how faith carried Chely through her hardest moments
3. What happens when you stop caring what people think — and why that freedom often comes later in life
4. The quiet grief of hiding who you are, and the power of finally being seen
5. Why telling your story can change not just your life, but someone else’s

This episode is a reminder that growth doesn’t always look graceful — sometimes it looks like choosing yourself, out loud.

If you’ve ever felt like you were waiting for permission to live honestly, this conversation is for you.

Connect + Continue the Conversation

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The Iconic Midlife is where smart, stylish women over 40 come to reframe midlife on their terms.

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Host: @redcarpetroxy