Hospitality, Real Estate, and Wilderness with Jeramie Worley

In this episode of the Hunt for Success podcast, Dr. Sam McGough sits down with Jeramie Worley, a real estate investor, hospitality entrepreneur, and co-owner of Lake Longbow.
The conversation explores executive recovery, outdoor hospitality, and legacy property development, shaped by Jeramie's experience in short-term rentals, real estate investing, and creating experiences that help leaders disconnect from stress and reconnect with what matters most.
Throughout the discussion, Jeramie breaks down the vision behind Lake Longbow, an 80-acre Missouri retreat built around hunting, fishing, land stewardship, and meaningful relationships. He shares lessons from building and operating the property, overcoming development setbacks, creating premium guest experiences, and helping burned-out executives find clarity through time outdoors.
Key Takeaways
[Nature Creates Clarity]: Stepping away from daily pressures allows leaders to reconnect with purpose, relationships, and long-term vision.
[Launch Before Perfect]: Progress comes from taking action quickly, learning from real-world feedback, and improving as you go.
[Experiences Build Relationships]: Shared outdoor adventures create trust, vulnerability, and deeper personal connections.
[Legacy Requires Stewardship]: Building a meaningful property involves long-term commitment, patience, and care for the land.
00:00 – Podcast Intro and Guest Introduction
01:32 – Jeramie’s Airbnb Investing Journey
03:05 – Why Executives Need Time Outdoors
04:52 – Purchasing and Developing Lake Longbow
11:46 – Touring the Property and Amenities
14:51 – The Luxury Hunting Retreat Experience
18:00 – Campfire Conversations and Vulnerability
24:28 – Ethical Hunting and Respect for Wildlife
28:00 – Business Lessons from Hospitality
33:08 – Outdoor Retreat Concepts and Future Plans
37:18 – Shared Ownership and Expansion Vision
43:47 – The Mission Behind Lake Longbow
51:30 – Why Taking Action Matters
55:07 – The Three Essentials for Success
Thanks for listening, and please share this episode with someone who's building more than a business, someone who's building a life worth living. It helps us grow the show and bring these honest conversations, practical insights, and life design strategies to more founders, operators, and builders pursuing both success and freedom. Have a great day.
Dr. Sam McGough
"Success should fund a life you actually want, not a self-created prison."
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About the Guest
Jeramie Worley is a real estate investor, hospitality operator, and co-owner of Lake Longbow, a private outdoor retreat focused on executive renewal and outdoor experiences.
They are recognized for their early adoption of short-term rental investing and for helping guests create meaningful experiences through hospitality and land stewardship.
Their background includes real estate investing, vacation rental operations, outdoor recreation, and retreat development.
They are the author of an early Airbnb investing book and continue to focus on helping entrepreneurs and leaders create freedom through strategic real estate and hospitality ventures.
Guest Resources
Jeramie Worley
Website: https://lakelongbow.com/
LinkedIn: https://www.linkedin.com/in/jeramie-worley/
Instagram: https://www.instagram.com/lakelongbow/
Facebook: https://www.facebook.com/LakeLongbowResort