Best Chessie Hollibaugh Podcasts (2025)

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Rooted + Wild- Romanticizing Your Life Every Day (even when its hard) 17:20

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4d ago17:20

17:20

We spend so much of life waiting for the big moments the vacation, the milestone, the dream house but what if the real power is in learning to love the in-between? In this episode of Rooted + Wild, I open up about what it means to romanticize your life daily, even when it feels messy, overwhelming, or nothing like you pictured. From chaotic seasons…

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Rooted + Wild-Building From Nothing: Turning Scraps Into Strength 21:10

2M ago21:10

21:10

No safety net. No blueprint. Just grit, faith, and a story from @candyvalentino that lit my fire. In this week’s Rooted + Wild, I’m sharing: The moment that rewired my drive Our very first deal — and how it proved you can create money from nothing My top resources for brand new investors The lessons that still guide me today If you’ve been waiting …

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Rooted + Wild-The Myth Of the Polished Woman 18:22

2M ago18:22

18:22

In this episode, I’m getting real about something I think so many of us feel but don’t always say out loud, the pressure to look like we have it all together. From the iced coffee aesthetic on Instagram to the spiritual shame I carried from church growing up, to saying yes to every opportunity just to survive in real estate… it’s all connected. I’m…

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Rooted + Wild-You Hurt Me, So I Hurt You 19:17

3M ago19:17

19:17

In this episode, I’m owning something hard: the ways I’ve responded when I’ve been hurt. Whether it’s lashing out, going silent, or justifying my behavior because “they started it” I’ve been stuck in a cycle that doesn’t reflect who I want to be. I talk about the fire that rises when we feel triggered, the blackout moments where everything goes num…

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Rooted + Wild -I cried all the time but didn’t feel emotional. 18:25

3M ago18:25

18:25

I used to think something was wrong with me. I cried all the time but didn’t feel emotional. I shut down in conversations, turned cold when I was overwhelmed, and exploded when I didn’t have the words. Not because I was broken but because no one ever taught me how to feel. This episode is raw, honest, and personal. It’s about the emotional confusio…

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Rooted + Wild the beginning 9:29

3M ago9:29

9:29

In this first episode, I’m sharing the heart behind Rooted + Wild and the story behind my voice. I talk about the roles I’ve played, the parts of myself I’ve lost along the way, and what it means to finally come home to the woman I was always meant to be. This isn’t about being polished or perfect it’s about being honest. If you’ve ever felt like y…