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Grief. Grace.
Gloss.

Where grief and joy sit at the same table, healing isn't rushed, and there's always room for one more.

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Bailey, host of Pretty & Painful

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Honest conversations about grief, healing, faith, motherhood, and becoming who you were meant to be — even after life knocks the wind out of you.

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Episode 39 10 min

Episode 39: Too Young for Goodbye

Some children learn multiplication tables. Some learn how to ride a bike. Some learn what it means to say goodbye. In this week’s episode of Pretty & Painful, I’m sharing the story of two childhood friends, Dugan and Alyssa, whose lives forever shaped my own. Looking back, I realize my relationship with grief didn’t begin as an adult—it began in an elementary school classroom. We’ll talk about chi

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Grief

Some Days, I Miss the Version of Me That Didn’t Know

Some days, I miss the version of me that didn’t know how quickly life could change. But then I remember… she also didn’t know how strong she could become. Life has a way of breaking your heart and rebuilding it at the same time. The rebuilding is slow. It’s quiet. It happens in ordinary moments—in choosing to get out of bed, finding something to laugh about, and believing tomorrow might hold something beautiful. I’m not who I used to be. And maybe that’s the point.

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Where life's hardest stories meet hope, healing, and a little Southern charm.

— Bailey

Pull Up a Chair: A 30-Day Grief Workbook by Bailey Lewis

new from Bailey · now on Amazon

Pull Up a Chair

A 30-Day Grief Workbook

Thirty days of honest conversations with your grief — gentle guidance, faith that doesn't flinch, and room to write your way through the hardest chapters.

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Letters from Bailey

Not a newsletter — a letter from a friend. Slow thoughts on grief, grace, and the beautiful ordinary, delivered when I have something worth saying.