Why Letting Your Kids Struggle Is the Most Loving Thing You Can Do with Brandon Webb

Why Letting Your Kids Struggle Is the Most Loving Thing You Can Do with Brandon Webb

From No Guilt Mom | Overcoming Mom Guilt, Parenting Tips, & Self Care for Moms by JoAnn Crohn - Mom Coach & Support for Overwhelmed Moms

May 12, 2026 · 35 min

About this episode

JoAnn Crohn and Brandon Webb discuss the importance of allowing children to experience struggle and failure to build resilience and confidence.

New here? Start with our ⁠Start Here playlist — five episodes that will change how you think about motherhood As parents, it’s natural to want to protect our kids from disappointment, struggle, and discomfort. We step in because we care deeply. We want to make life easier for them. But sometimes, in trying to protect our kids from hard feelings, we accidentally keep them from building the confidence and resilience they’ll need later in life. In this episode, JoAnn sits down with former Navy SEAL sniper instructor and author Brandon Webb to talk about what really helps kids grow into capable, confident adults. Brandon shares how lessons from elite military training surprisingly connect to everyday parenting challenges—and why letting kids experience failure, discomfort, and responsibility may actually be one of the most loving things we can do. Together, they explore how parenting support isn’t about making life perfect for our kids. It’s about helping them trust themselves enough to handle life when things don’t go perfectly. In This Episode, We Talk About: Why overprotective parenting can unintentionally weaken confidence and resilience How small everyday struggles help kids…

People in this episode

Host: JoAnn Crohn

Guest: Brandon Webb

Topics covered

  • parenting
  • resilience
  • confidence
  • failure
  • supportive parenting
  • emotional strength

Keywords

  • mom guilt
  • parenting tips
  • child development
  • overprotective parenting
  • emotional strength
  • failure
  • supportive parenting

Mentioned in this episode

Organizations: Navy SEAL

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