The School of Greatness · 2025-05-05 · 67 min · 12,005 words

Michelle Obama: The Parenting That Built Her Confidence

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Welcome back, my friend. We have some big guests today. Former First Lady Michelle Obama and her big brother Craig Robinson are on the School of Greatness to really open up and share in ways they've never shared before. Both of them dive in deep about growing up. in a small Chicago apartment together, with parents who instilled unwavering confidence in them, and Michelle and Craig offer powerful insights on building self-belief, raising grounded children amid privilege, and maintaining your core values through life's most extreme challenges.

In this conversation, they discuss navigating the pressures of the White House while remaining authentic to themselves and their perspectives on emotional regulation during high stress situations. Also, Michelle's reflection on finding her deepest confidence at 61 is especially inspiring from my experience in this interview, proving that self-discovery is a lifelong journey. And throughout the conversation, we have a ton of fun, some really interesting conversation about Craig sharing. how he played basketball with Barack Obama, and he had to pass the basketball character test before Michelle would continue dating him. Also story about how he played with Barack and Michael Jordan around the same time, which was kinda interesting.

Michelle talking about the importance of emotional regulation and staying in the pocket during extreme highs and extreme lows and how she's been able to maintain this calm, cool, emotional state through all the ups and downs over the last 30 years. Why Michelle feels more confident now than ever before and also finally Answering the question, am I good enough? She reflects on her time right now in therapy and all the lessons that she's been experiencing and learning about with herself and reflecting on the past 10, 20, 30 years.

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