Okay And? With Leah Henry

Leah Henry

Okay And? With Leah Henry is a candid conversation about what happens when life doesn’t go according to plan. Leah Henry is a longtime media personality, journalist, and host known for her viral celebrity interviews and her ability to get people to open up. But behind the mic, she’s also navigating the same questions, setbacks, breakthroughs, and messy middle moments that so many of us face. On Okay And?, Leah goes beyond the headlines and viral moments to have honest, in-depth conversations about life, career, relationships, growth, healing, identity, and the experiences that shape who we become. Sometimes the conversation is personal. Sometimes it’s with a guest who has a story worth unpacking. But it’s always real, reflective, and unfiltered. Because life doesn’t always end with a neat answer—it often leaves you asking, “Okay… and?”

  1. 6d ago

    Okay And...I’m Rebuilding, Not Starting Over! | Gia Peppers on Faith, Media & Purpose

    What happens when the career you worked so hard to build no longer looks the way you imagined? And what happens when God starts pushing you to build something of your own? On this episode of Okay And? With Leah Henry, I'm sitting down with award-winning journalist, host, podcaster, and founder of Creatives of Faith, Gia Peppers, for an honest conversation about faith, career transitions, and navigating the changing landscape of Black media. We're getting real about the challenges Black women face in the media industry, the impact of layoffs, the pressure to stay visible, and the financial lessons that often come with being a creative. Gia opens up about learning to share her journey while she's still figuring things out, why our gifts are bigger than the platforms we occupy, and how her faith inspired her to create a community that helps creatives grow spiritually and professionally. We also talk about financial stewardship, redefining success, building beyond traditional career paths, and why waiting for someone else to recognize your value can keep you from walking in your purpose. If you've ever questioned your next move, felt overlooked in your industry, or wondered whether it's too late to start over, this conversation is your reminder that you don't have to stay in one box, and your purpose doesn't disappear when a door closes. Because sometimes rebuilding isn't starting over. It's becoming who you're called to be. 🎙️ About Okay And? With Leah Henry Life gets messy, but I get real. Okay And? is where we have honest conversations about the experiences, challenges, and unexpected turns that shape who we become. 👍🏾 Like this podcast, subscribe to the channel, and share this episode with a creative who needs the reminder to keep going. 💬 Join the conversation: Have you ever had to rebuild your life or career after a door closed? What did that season teach you? Let us know in the comments! Follow us on IG: @OkayAndWithLeah Follow Leah on IG: @Leahahenry Follower Gia on IG: @GiaPeppers #OkayAndWithLeahHenry #GiaPeppers #BlackWomenInMedia #CreativesOfFaith #FaithAndPurpose

    Okay And...I’m Rebuilding, Not Starting Over! | Gia Peppers on Faith, Media & Purpose
  2. Sep 29

    Okay And...I was Laid Off AGAIN! Kinda...

    Well... it happened again. After nearly two years of navigating unemployment, Leah Henry opens up about having the hours cut from the part-time job that had been helping her pay her bills. What started as another frustrating blow becomes a much bigger conversation about what this season of her life might actually be teaching her. Leah gets honest about the reality of struggling financially while still showing up publicly, the pressure to look like you have it all together on social media, and the possibility that traditional media may no longer be where she's supposed to land. But the biggest lesson she's taking from this season? Community. Leah talks about what it really means to support one another when times are hard, from sharing information and opportunities to bartering goods and services, reposting someone's work, giving advice, helping with a project, or simply showing up. She challenges the idea that everything has to be monetized or put behind a paywall and asks a bigger question: What would happen if we treated each other's dreams like they belonged to the whole village? And then, Leah gets personal. In honor of PCOS Awareness Month, she shares her own experience being diagnosed with PCOS and endometriosis, the symptoms she didn't realize were connected, years of feeling dismissed, and why advocating for your health and finding a doctor who listens can make such a difference. This episode is about unemployment, but it's also about purpose. It's about pride, asking for help, giving help, betting on yourself, taking care of your body, and realizing that none of us are meant to figure everything out alone. If you're struggling right now, Leah wants you to know: you're not the only one. And you don't have to do it by yourself. Okay, And? Let's talk about it. Okay, And? We're figuring it out together. Follow us on IG: @OkayAndWithLeah Follow Leah on IG: @Leahahenry

    Okay And...I was Laid Off AGAIN! Kinda...
  3. Sep 15

    Okay and...I'm Afraid to Fail

    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.

  4. 08/05/2025

    Okay And...I Have Anxious Attachment

    On this episode of Okay And?, Leah Henry sits down with Sabrina Zohar — a dating coach, entrepreneur, and mental health advocate whose viral content has helped millions navigate love, attachment, and healing. Ever felt like your emotions were “too much” in relationships? Struggled with feeling secure, seen, or simply… enough? This episode is for you. Leah opens up about her own experience with anxious attachment — how it’s shown up in her personal life, the moments it’s left her feeling unworthy, and why this conversation ended up being more emotional than she expected. Sabrina brings both compassion and expertise to the table, sharing her deeply personal journey from heartbreak to healing — including a suicide attempt that stemmed from her own struggles with anxious attachment. She explains how that moment became a turning point in her life, leading her to seek therapy, redefine her self-worth, and eventually build the thriving brand and healthy relationship she has today. This episode is a raw and honest exploration of what it means to break free from emotional cycles that no longer serve us. From real talk on emotional triggers to actionable exercises that support self-regulation and security, this conversation offers hope, healing, and hard-earned wisdom for anyone trying to rewrite their relationship story. If you or someone you know is struggling, please know you’re not alone. Help is available. Subscribe, download, and leave a review on Okay And? everywhere you get podcasts. Subscribe, download, and leave a review on "Okay And?" everywhere you get podcasts! Follow us on IG: @OkayAndWithLeah Follow Leah on IG: @Leahahenry Follow Sabrina Zohar on IG: @Sabrina.Zohar

    Okay And...I Have Anxious Attachment
5
out of 5
8 Ratings

About

Okay And? With Leah Henry is a candid conversation about what happens when life doesn’t go according to plan. Leah Henry is a longtime media personality, journalist, and host known for her viral celebrity interviews and her ability to get people to open up. But behind the mic, she’s also navigating the same questions, setbacks, breakthroughs, and messy middle moments that so many of us face. On Okay And?, Leah goes beyond the headlines and viral moments to have honest, in-depth conversations about life, career, relationships, growth, healing, identity, and the experiences that shape who we become. Sometimes the conversation is personal. Sometimes it’s with a guest who has a story worth unpacking. But it’s always real, reflective, and unfiltered. Because life doesn’t always end with a neat answer—it often leaves you asking, “Okay… and?”

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