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November 5, 2025 66 mins

When an MLB broadcast casually criticized her son, Leslee Holliday wasn’t shocked. She’s spent two decades riding the highs and lows of professional baseball with her husband Matt Holliday, and now with their sons Jackson and Ethan. What did surprise her was a different thought: What are the other parents feeling right now—the ones who didn’t grow up in this world?

In this conversation, Todd Arkell speaks with Leslie Holliday about the challenges and joys of parenting young athletes. Leslie shares her insights on the importance of identity, the role of family, and the need for self-assessment in sports. They discuss the impact of social media, the significance of embracing failure, and the necessity of maintaining a balanced perspective in youth sports. Leslie emphasizes the importance of being present and nurturing a supportive environment for children to thrive in their athletic pursuits.

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