In this episode of Outdoor Hospitality Weekly, we unpack one of the toughest chapters in Matt’s journey. How a $250,000 glamping investment at Covered Bridge Campsite spiraled into delays, vendor issues, and a lost $5 million development deal.

Matt shares the full story of what it’s really like to bootstrap a campground: living on-site, hiring in a rural market, chasing capital, and learning the hard way how fast optimism can collide with reality.

This episode isn’t about failure. It’s about what happens next. For anyone building, buying, or developing in outdoor hospitality, it’s a candid look at the risks, lessons, and resilience behind every great property.

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