On Purpose with Jay Shetty
Michelle Obama and Craig Robinson: Break the Generational Patterns Holding You Back (How to Build Confidence, Responsibility, and Emotional Resilience)
28 Apr 2025
Chapter 1: What unique bond do siblings share?
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Hey everyone, it's Jay Shetty, and I'm thrilled to announce my podcast tour. For the first time ever, you can experience On Purpose in person. Join me in a city near you for meaningful, insightful conversations with surprise guests. It could be a celebrity, top wellness expert, or a CEO or business leader.
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Chapter 2: How did childhood experiences shape their independence?
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To whom much is given, much is expected. The guilt comes from, am I doing enough? Me, Michelle Obama, to say that to a therapist. So let's unpack that.
Former First Lady Michelle Obama and someone who knows her best, her big brother, Craig, will be hosting a podcast called I Am Oak.
What have been your personal journeys with therapy?
We need to be coached throughout our lives. My mom wanted us to be independent children. And she would always tell me, stop worrying about your sister.
Having been the first lady of the entire country and representing the country in the world, I couldn't afford to have that kind of disdain.
What would you say has been the most hardest recent test of fear? I'm going to make him start so that I don't start crying.
The number one health and wellness podcast. Jay Shetty.
Jay Shetty. The one, the only Jay Shetty. Ha ha.
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Chapter 3: What lessons did they learn about family loyalty?
And I was holding on because I was worried.
I don't know what they're going to do to my sister. But that picture epitomizes our relationship. He has always been my quiet protector. And that sweet little face. He is the ultimate big brother. And he's been by my side holding my arm like that for my entire life.
Wow. I love that. And do you actually remember, do you remember the moment or it's the picture that you remember?
It's like yours. It's the picture. And I remember back to when I was three and four, some things, but that when I don't, but when I see the picture, it just warms my heart every time I see it.
Yeah, I love that. I mean, sibling relationships, as I said in mine as well, my sister and I are so close. And we haven't lived in the same country for nine years now. But we talk and stay in touch and we're constantly connected. And I wanted to start by asking you this question for both of you that I feel like the first time me and my sister got close is when I shared a secret with her.
And I was wondering what was the first secret that you ever told each other? As early as it was, as silly as it was, that you remember sharing something in confidence in the beginning, early days of your relationship.
Okay, now you did this to me when you came on our show. That is a question I've never been asked. I love it. I love it. You got me back. You got me back. Okay.
A secret.
A secret.
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Chapter 4: How can parents foster resilience in children?
Chapter 5: What fears must we unlearn as we grow?
Jay Shetty. The one, the only Jay Shetty. Ha ha.
hey everyone welcome back to on purpose the place you come to become happier healthier and more healed today's guests are two of my favorite people i'm so grateful and excited to welcome one of them back and one of them for the first time ever i'm speaking about none other than michelle obama and craig robinson welcome
The dynamic duo. The dynamic duo. I always say it's like my most favorite interview ever, period. Oh, my gosh. That's saying a lot.
Oh, my gosh. Wow, you're going to make me cry. I'm like, that's so sweet.
She's the one who turned me on to you. So this is like old home week. I know.
Thank you both. But honestly, I'm so grateful. I was just thinking when I was preparing for this, I was like, I wish my sister was in town because then we could have double interviewed. All right. We're going to play it next time. We can do that. She would have killed me if I did that to her because she's not on camera. She's an optometrist in London. The best. Yeah.
She could have checked your eyes for you happily.
She's four and a half years younger than me. And I still remember the moment. Well, I don't remember the moment. It's interesting. I've seen a picture of me holding her when she was born and I was like four and a half, five years old. And so I have this memory that I held her when she was born. And we've been inseparable ever since.
Yeah.
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Chapter 6: What does therapy mean for personal growth?
Chapter 7: How do societal biases impact personal experiences?
Chapter 8: What strategies can help us overcome fear?
She would have killed me if I did that to her because she's not on camera. She's an optometrist in London. The best. Yeah.
She could have checked your eyes for you happily.
She's four and a half years younger than me. And I still remember the moment. Well, I don't remember the moment. It's interesting. I've seen a picture of me holding her when she was born and I was like four and a half, five years old. And so I have this memory that I held her when she was born. And we've been inseparable ever since.
Yeah.
and we can just ambush her. Oh, I love that.
Yeah, she will kill me.
But we have one of those pictures too, my favorite family picture. I was a newborn. I was maybe 10 months, but I was one of these big, fat, round, puffy babies and a bonnet and a white dress. And my dad was in a suit and a bow tie. And our mom had the most beautiful tunic dress on and Craig sat on her lap. I was on my dad's lap.
And I have this little fat arm, and he's in a little bow tie, and he's holding onto my arm and looking at the camera like, you better not. You know, he seemed so concerned. You know, he was about two years old.
Craig, can we get the look? I was worried. I had this...
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