Castle Peak appoints managing director, strategic operations

Castle Peak Holdings, the investment firm behind Trailborn Hotels & Resorts, appoints David Goldstein as managing director of strategic operations.

At Castle Peak, Goldstein will be responsible for creating value by integrating performance improvement initiatives, CapEx projects and organizational design across the firm’s real estate portfolio and affiliate operating businesses. He will play an integral role in the firm’s asset-level business plan execution, investment lifecycle planning, and corporate strategy.

“Dave’s proven track record consists of unique cross-disciplinary expertise that allows us to continue delivering memorable experiences to our guests, and differentiated, unlevered value creation to our capital partners,” Ben Weinberg, co-CEO and co-founder of Castle Peak, said in a statement. “We are thrilled to welcome him as we continue to strengthen our execution machine and platform-building capabilities to position our firm for long-term scale and success.”

Goldstein brings over two decades of executive experience in hospitality operations, asset management, and private equity-backed platform oversight. Most recently, he served as head of North America Hospitality on the strategic operations team at KSL Capital Partners, where he led asset repositioning, operational performance initiatives, and capability building across a diverse portfolio of hotels, resorts, and platforms, including Hotel del Coronado, Grand Wailea, Miraval Resorts, Fairmont Grand Del Mar and the Monarch Beach Resort. Goldstein also served on the Board of Directors at several hospitality development companies, including Davidson Hospitality Group, Outrigger Hospitality Group, Tortuga Resorts, and Hersha Hospitality Trust.

Goldstein's experience spans acquisitions, due diligence, and integration, having worked on over $10 billion in transactions across landmark properties and hospitality platforms.

“Dave’s arrival marks another important step in Castle Peak’s evolution. His deep experience in aligning operational excellence with brand and real estate strategy will allow us to accelerate Trailborn’s momentum and expand our ability to deliver authentic, elevated experiences in the destinations that matter most to our guests,” said Mike Weiss, co-CEO and co-founder of Castle Peak. “We’re excited to have his leadership as we continue to scale thoughtfully and build lasting value for our partners.”