In Your Shoes: "Where your Journey Meet Theirs"

Tosin Olaoye
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Ever wondered what it’s actually like to walk in someone else’s shoes? In Your Shoes sits down with individuals from all parts of life, from leaders, tech professionals, and recruiters to mothers, fathers, adults, creatives, entrepreneurs, and those navigating life (we all are). We unpack the what, why, and how of their unique paths to uncover the practical wisdom and universal lessons we all need to grow. No filters, no fluff. Just real people, diverse perspectives, and honest human journeys to help you learn, unlearn, and rethink. Hit follow and let’s take the journey together.

  1. Jun 30

    InYourShoes with Jessica: Part 2

    What happens after you survive the fire? How do you actually build a life, a career, and a sense of peace when you’ve had to start entirely from scratch? In the conclusion of this incredible conversation, Jessica sits down with us to share the chapters of her story that came after survival mode. This episode is a beautiful conclusion to what breakthrough, peace, and resilience actually look like in real life. Jessica is living proof that no matter how dark your early chapters are, the pages ahead can be beautiful. Hit play to step back into her shoes. Missed Part 1? Make sure to head back to the feed and listen to last week's episode first!

  2. Jun 20

    InYourShoes with Jessica

    What happens when you have to build a life, a family, and a future from an absolute blank slate? In Part 1 of this podcast, we step into the shoes of Jessica, who grew up a self-described loner with no template for what a safe, loving family looks like. At just 15 years old, she became a mother. She sits down with us to share the raw reality of those early years, navigating teen motherhood, surviving an abusive relationship, and the day she found the courage to leave with absolutely nothing but her daughter in her arms. This episode is a masterclass in resilience, the power of community, and finding faith in the darkest corners. If you have ever felt like you were navigating life without a map, this episode is for you. Hit play to step into her shoes. (Note: This is Part 1 of a two-part series. Part 2 drops next week!)

  3. May 22

    INYS: Mother's Day Special Edition: Part 2

    Welcome back to InYourShoes This conversation began with memories, love, and the women who shaped us… and today, we continue. In Part 1, we opened our hearts to the realities of grief and what it means to carry the absence of a mother while still carrying her love. Thank you for sitting with us again

  4. May 12

    INYS: Mother's Day Special Edition : Part 1

    A little later than Mother’s Day… but conversations like these deserve more than just one day 🤍 In Part 1 of this special episode of In Your Shoes, I sit with three incredible women as we talk about love, grief, memories, and what it means to navigate life after losing our mums. This conversation is honest, emotional, warm, and deeply human. Thank you 🌸 🎙️ Part 1 now live.Part 2 coming next week. #InYourShoesPodcast #MothersDay #Grief #Motherhood #Healing #Podcast

  5. Mar 25

    In Your Shoes with Kristi James a Change Manager at the World Health Organization

    In this episode of In Your Shoes, I sit down with Kristi James, a Change Manager at the World Health Organization, to explore the human side of change. We talk about navigating uncertainty, leading across diverse teams, and how creativity and communication can make change more effective and more human.

  6. Feb 22

    In Your Shoes with Tosin Obasa

    In this conversation, we step into the shoes of a mum, a professional, and a storyteller who discovered her voice along the way. From motherhood to writing two children’s books, she shares her honest and heartfelt journey of becoming an author, page by page, moment by moment.A story of growth, courage, creativity, and purpose.

  7. Jan 16

    In Your Shoes with Seun and Glory

    In this episode of In Your Shoes, we step into the journey of Seun and Glory, two people who wear many hats, and talk about how they navigate it all. We have an honest conversation about career, ministry, leadership, parenting, and the everyday realities of walking in purpose while serving others. This episode is refreshing, faith-filled, and deeply encouraging. Seun and Glory share how they stay grounded as leaders, friends, partners, and parents, and give us a glimpse into their upcoming joint book. Want more from them? Check out Seun's book ⁠Leadership 101 for Millennials and Gen Z⁠, Golry's ⁠music albums⁠, their Podcast, and their new joint ⁠book⁠ coming soon. Want to reach out, connect? Follow and message them on Instagram, see their handle. @seunzone @glory_ero If this episode moved you, please follow, leave a rating, and share with someone who needs encouragement. Enjoy!! Thanks for walking with us.

  8. 12/24/2025

    Christmas Then and Now

    Christmas hits different when you’re grown. In this episode of In Your Shoes, I’m joined by my husband and his friend for an honest, laughter-filled conversation about what Christmas used to mean and what it looks like now. We talk childhood memories, family traditions, adult responsibilities, and how the meaning of the season shifts as life happens. From funny throwbacks to real-life lessons, this episode is for anyone who’s ever felt nostalgic, overwhelmed, or quietly grateful during the holidays. If your Christmas magic looks a little different these days, you’re definitely not alone. Pull up a seat, step into our shoes, and let’s talk Christmas.

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Ever wondered what it’s actually like to walk in someone else’s shoes? In Your Shoes sits down with individuals from all parts of life, from leaders, tech professionals, and recruiters to mothers, fathers, adults, creatives, entrepreneurs, and those navigating life (we all are). We unpack the what, why, and how of their unique paths to uncover the practical wisdom and universal lessons we all need to grow. No filters, no fluff. Just real people, diverse perspectives, and honest human journeys to help you learn, unlearn, and rethink. Hit follow and let’s take the journey together.

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