Let's Try This Again with B. Simone

Legacy Over Likes: My Conversation with Carey


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In this episode, I sit down with my longtime friend and creator Carey, and we get real about what it means to chase dreams, lose yourself, and find purpose again. This conversation took me back to our early content days in 2016, filming skits in garages and laughing our way through the struggle — only now, we’re unpacking what was really happening behind those smiles.

Carey opened up about the hidden battles behind the comedy — sleeping on floors, losing his identity, rebuilding his faith, and realizing that legacy matters more than likes. What hit me most was when he said, “I lost my identity trying to be what my fans wanted me to be.” That line stopped me. Because haven’t we all been there — letting other people’s expectations rewrite who we are?

We talked about money, faith, ego, and what it takes to build a creative life that’s rooted in truth instead of image. And somewhere between the laughter and tears, we both realized: the real flex isn’t fame. It’s peace.

In this episode, I open up with Carey about what it really takes to rebuild yourself when the spotlight fades. We talk about identity, healing, and learning to trust God’s timing when the world only sees your highlight reel.


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Let's Try This Again with B. SimoneBy Dear Media

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