Okay and...I'm Afraid to Fail
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After more than a year away, Leah Henry is officially back—and she’s not pretending she has it all figured out.
In the Season 2 premiere of Okay, And? With Leah Henry, Leah gets brutally honest about why she walked away from the podcast in the first place. From being laid off and navigating unemployment for the first time in her life, to moving back home with her mom, questioning her relevance, watching her savings disappear, and feeling like she was failing at everything she touched, Leah opens up about a season of her life that looked very different behind the scenes than it did online.
But this episode isn’t just about losing a job or a podcast that didn’t perform the way she expected. It’s about what happens when the things you once used to measure success—career titles, virality, visibility, money, and other people’s validation—stop working. After stepping away from social media, taking time to pray, and eventually finding her way back to the DMV, Leah began asking a much bigger question: What does success actually mean to me now?
And just when she was ready to leave the podcast behind, someone reminded her of something she had forgotten: the content was good—she had just abandoned her audience.
Now, Leah is stepping back behind the mic knowing she could fail again. And for the first time, she’s okay with that.
This is a vulnerable conversation about fear, faith, unemployment, starting over, comparison, purpose, and finding the courage to try again when you’re not sure how the story ends.
Season 2 starts here. And Leah is figuring it out in real time.