
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
More episodes of MESSmerized - Funny and faith based encouragement in marriage , family , Christian parenting , and finding purpose
- Episode 151: Making Marriage Easier: Week 1 with Arlene Pellicane · June 10, 2026 · 33 min
- Episode 150: When Motherhood Looks Different: Encouragement for Moms of Neurodivergent Kids with Somer Colbert · May 27, 2026 · 42 min
- Episode 149: A Conversation With One of My Besties: Real Friendship, Real Life, Real Bible Study (with Stephanie Martin) · May 20, 2026 · 48 min
- Episode 148: The Tone of Your Home, Championing Women, and What’s Next with Courtney DeFeo · May 13, 2026 · 44 min
- Episode 147: My Mother’s Day Gift to You 💐💐—You Need to Hear This (with Sharon Mankin) · May 6, 2026 · 50 min
- Episode 146: What College Didn’t Teach Them: Molly and Kate on Faith, Friendship, and Finding Your Person · April 29, 2026 · 45 min
Explore listener stats, chart rankings, contacts and more on the MESSmerized - Funny and faith based encouragement in marriage , family , Christian parenting , and finding purpose podcast page.