Episode 139: Wrestling with God through Loss and Disappointment with Tiffany Stein

Episode 139: Wrestling with God through Loss and Disappointment with Tiffany Stein

From MESSmerized - Funny and faith based encouragement in marriage , family , Christian parenting , and finding purpose by Cynthia Yanof

March 11, 2026 · 46 min

About this episode

Tiffany Stein discusses her journey through grief and disappointment, sharing insights on maintaining faith amidst loss.

Tiffany Stein joins me on the podcast today for a vulnerable and thoughtful conversation about grief, disappointment, and what it looks like to keep wrestling toward God when life falls apart. Tiffany shares the heartbreaking story behind her book Mourning God after losing her infant son, David, and how that loss led her into not only grief over what she had lost, but also grief over the God she thought she knew. Today’s conversation isn’t just for someone who has experienced the death of a loved one. We talk about the many forms loss can take—church hurt, broken relationships, shattered expectations, illness, estrangement, and dreams that never came to be—and how those losses can unravel what we thought we believed about God. Tiffany offers such a wise and honest framework for lamenting for those seasons when God feels silent, prayer feels dry, and faith feels like you’re just barely hanging on. This conversation is deep, hope-filled, and incredibly practical too. Tiffany shares what helped her in the darkest season of her life, how the body of Christ can carry people when they have no strength left, and some genuinely helpful ways to love people who are hurting without…

People in this episode

Host: Cynthia Yanof

Guest: Tiffany Stein

Topics covered

  • grief
  • disappointment
  • faith
  • loss
  • lament
  • support
  • Christian parenting

Keywords

  • grief
  • loss
  • faith
  • disappointment
  • lament
  • support
  • Christian parenting
  • Mourning God
  • Tiffany Stein

Mentioned in this episode

Books & works: Mourning God

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