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June 18, 2025 58 mins

Trigger warning: this episode discusses infertility & loss of pregnancy.

This week, Kaylee and Sheila are joined by family friend—and Kaylee’s high school bestie—Jessica. Their friendship goes all the way back to freshman year, but Jess’s journey with grief goes back just as far. From losing her mom as a teen, to navigating infertility and pregnancy loss, and most recently, losing her father while pregnant with her rainbow baby, Jess opens up about what it’s like to carry joy and heartbreak in the same breath.

As a registered nurse, Jess also shares the unique challenges of caring for others while grieving yourself. This is an open and honest conversation about how isolating grief can feel, how to show up for grieving friends, and what real support looks like when life unravels and rebuilds at the same time.

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This episode was produced and edited by Kelsey Jae.

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