"You don’t have to know it all to get started. You just have to answer the question in front of you, and then move on to the next." Keisha Watkins

n this deeply inspiring episode of Girl Out of Order, I sit down with the extraordinary Keisha Watkins — a woman who turned a crystal-clear wedding-day vision into Wrenwood Ranch, a stunning 14-acre boutique retreat in the heart of the Texas Hill Country. But this story isn’t just about building cottages or starting a business — it’s about building a life, brick by brick, rooted in purpose, persistence, and personal growth.

Keisha opens up about the decade-long journey of chasing a dream she couldn’t shake — from the back-porch "what if" conversations to clearing trees with snake boots and a chainsaw. Along the way, she shares raw truths about failing forward, investing in herself (even when it didn’t pay off right away), and embracing the discomfort that always comes with expansion. She reminds us that you don’t need to know the whole path — you just need to keep taking the next right step. If you’ve ever felt like your dream was “too big,” or your timing “too late,” Keisha’s story will remind you that your why is the compass — and it’s never too late to follow it.

Links & Resources

• 🏡 Book your stay or event at Wrenwood Ranch: https://www.wrenwoodranch.com/
• 📱 Follow Wrenwood Ranch on:
• Instagram https://www.instagram.com/wrenwoodranch/
• Facebook https://www.facebook.com/wrenwoodranch
• TikTok https://www.tiktok.com/@wrenwoodranch
• LinkedIn https://www.linkedin.com/in/keisha-wrenwoodranch/

Timeline Summary

• [00:28] – Meet Keisha: a woman of many roles, but above all, a dreamer who refuses to quit.
• [02:08] – The “aha” moment at her own wedding that sparked the idea for Wrenwood Ranch.
• [05:54] – It took nine years to take the plunge — but every nudge and setback had a purpose.
• [07:15] – Keisha talks openly about investing in a failed business and how it became her best teacher.
• [12:39] – Building the ranch by hand: two people, one trailer, and an unwavering dream.
• [20:25] – What building something together taught her about marriage, roles, and respect.
• [34:22] – How the journey reshaped her identity: from expectations to appreciation, from control to trust.
• [40:11] – What’s saving her life right now? Radical self-acceptance.

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