In this episode, Vanessa is joined by her sisters as they tackle a question many parents quietly wrestle with: are we spoiling our kids, or simply loving them well? From sharing their own "Cinderella story" childhood memories and the differences between oldest and youngest siblings, to reflecting on modern pressures like TikTok unboxings and overindulgence culture, they explore where generosity can tip into excess. Drawing on insights from experts like Dr. David Bredehoft, Jean Illsley Clarke, and Ron Lieber, the conversation dives into gratitude, entitlement, financial literacy, and the values we model through our everyday decisions. It's an honest, thoughtful discussion about what they'd do again, what they might change, and how to raise kids who feel both deeply loved and well-grounded.

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If you grew up in the '90s or early 2000s, chances are The Care and Keeping of You played a starring role in your introduction to puberty—especially if no one at home was talking about it. For so many families, those conversations were awkward, avoided, or skipped altogether. But what if they didn't have to be?

In this episode, Vanessa is joined by Julie Taylor as they ask the question: how can we take the cringe out of puberty and replace it with honesty, confidence, and care? Joining as an expert guest is Dr. Cara Natterson—pediatrician, author, and podcaster—who served as a medical consultant on The Care and Keeping of You and has spent her career helping kids and adults navigate puberty with clarity and compassion. Dr. Natterson shares why these conversations matter, where we tend to go wrong, and how we can do better—for the next generation and ourselves.

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Vanessa is joined in this episode by her four sisters! They chat about real scenarios that have happened both when they were in school as children, and to their own 30+ children that they have amongst them. The discuss how they react as moms when they get a call from the school about a child's behavior and how to not immediately jump into protective mode while still making room for discipline. They also ask the community to share how they've handled a tricky situation with a teacher.

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