Teague Talks with Mike Weiss & Ben Weinberg, Castle Peak Holdings

Teague travels to Wrightsville Beach to sit down with Mike Weiss and Ben Weinberg, the visionaries behind Trailborn and founders of Castle Peak Holdings. These Goldman Sachs alums share how they built a vertically integrated hospitality platform, from development to operations, and landed a deal with Marriott with just four open properties. Trailborn is reimagining experiential lodging with thoughtfully designed hotels in iconic destinations, combining curated itineraries, local flavor, and outdoor access for a stay that feels anything but standard. Fresh off raising $315 million in just four months, Mike and Ben talk capital, brand building, and what’s next for the industry’s most-watched new brand. Plus, stay tuned for an exclusive look at the brand-new Trailborn Surf & Sound coming next Friday.