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Episode 39 10 min

Episode 39: Too Young for Goodbye

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about this episode

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 childhood loss, the ways grief quietly follows us into adulthood, and how I spent years trying to fill the spaces that loss leaves behind.


This episode isn’t just about death.


It’s about the little girl who learned grief before she understood it.


If you experienced loss at a young age, I hope this conversation reminds you that you’re not alone. Your story matters, your grief is valid, and healing is possible.


Pull up a chair…


Or maybe today, pull up a school desk.


Because around here, grief and joy still sit at the same table.


🎙️ Episode 39: Too Young for Goodbye

Available now on Pretty & Painful.


#PrettyAndPainful #TooYoungForGoodbye #ChildhoodGrief #GriefJourney #He

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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.