In this episode, hosts Steve Carran and David Millili sit down with Michael Weiss, co-founder and co-CEO of Trailborn, a brand redefining outdoor hospitality.

Michael shares his journey from Goldman Sachs to Airbnb and Compass, to ultimately launching Trailborn—boutique, design-forward hotels in outdoor destinations like national parks, wine country, and coastal getaways. Listeners will hear how Mike and his partner identified a white space in the market, why outdoor hospitality is booming post-COVID, and how Trailborn is bridging the gap between camping and traditional luxury hotels.

We also dive into:

• The challenges and opportunities in outdoor hospitality today.
• How Trailborn balances local authenticity with brand consistency.
• The company’s partnership with Marriott and what it unlocks for growth.
• Lessons Mike has carried from startups like Airbnb and Compass into building Trailborn.
• The importance of finding the right business partner and aligning on vision.

If you’re curious about innovation in hospitality, the rise of outdoor travel, or how design and experience shape modern brands, this episode is packed with insights you won’t want to miss.

Watch the FULL EPISODE on YouTube: https://youtu.be/t5PWuCYNvQ0
 

Join the conversation on today's episode on The Modern Hotelier LinkedIn page
The Modern Hotelier is produced, edited, and published by Make More Media

Links:
Michael on LinkedIn: https://www.linkedin.com/in/mikedweiss/
Trailborn: https://www.trailborn.com/

For full show notes head to: https://themodernhotelier.com/episode/204

Follow on LinkedIn: https://www.linkedin.com/company/the-...

Connect with Steve and David:
Steve: https://www.linkedin.com/in/%F0%9F%8E...
David: https://www.linkedin.com/in/david-mil.