The Next Generation Investment Firm Creating and Scaling Niche Real Estate Platforms

Our Outdoor Adventure Resort Platform

From Co-Founders Ben Weinberg & Mike Weiss

Our Founding Ethos

When we started our firm, we saw an opportunity over the next 50 years to create and scale niche real estate platforms. One at a time.

We hunt for the niche asset classes with structural supply demand imbalances, multidecade secular tailwinds, and non-institutional owner-operators.

Then we start building the platform, or operating company, to create the insight, expertise and differentiation.

Our platforms allow us to price risk, look around the corner, solve complex problems, and make the challenging judgement calls required to win through the volatile political and economic environment we now live in.

We built our firm to play a game others aren’t playing, on playing fields others aren’t paying attention to, with tools to win others don’t have. Which we felt was required to earn the trust of others and the right to manage their capital.

And in a world overwhelmed with noise, distractions, and a disproportionate focus on others, our approach allows us to tune it out and play our game with our people and our values.

We built our firm to play a game others aren’t playing, on playing fields others aren’t paying attention to, with tools to win others don’t have. Which we felt was required to earn the trust of others and the right to manage their capital.

And in a world overwhelmed with noise, distractions, and a disproportionate focus on others, our approach allows us to tune it out and play our game with our people and our values.

Trailborn is the first embodiment of the Castle Peak playbook, a hospitality brand and operating company focused on hotels and resorts in iconic outdoor destinations: national park gateway towns, beach towns, ski resorts, and wine country. We launched in 2021, own and operate 8 hotels and resorts, and are now deploying our second opportunistic vehicle of $315 million.

There is an indescribable bond between a group of people who commit themselves to creating something from nothing. It is extraordinary. And one of the great joys and privileges of our lives alongside the Castle Peak team, the Trailborn team, and our investors.

Whether you’re a prospective investor, employee, partner, vendor, or consultant, we hope you enjoy the next few minutes learning a bit more about us as humans, investors and company-builders.

Trailborn is the first embodiment of the Castle Peak playbook, a hospitality brand and operating company focused on hotels and resorts in iconic outdoor destinations: national park gateway towns, beach towns, ski resorts, and wine country. We launched in 2021, own and operate 8 hotels and resorts, and are now deploying our second opportunistic vehicle of $315 million.

There is an indescribable bond between a group of people who commit themselves to creating something from nothing. It is extraordinary. And one of the great joys and privileges of our lives alongside the Castle Peak team, the Trailborn team, and our investors.

Whether you’re a prospective investor, employee, partner, vendor, or consultant, we hope you enjoy the next few minutes learning a bit more about us as humans, investors and company-builders.


Our Partners

Strategic Capital Partner
Strategic Capital Partner
Strategic Brand Partner
Affiliate Hospitality Brand 

and Property Manager

Our Firm at a Glance

Singularly focused on iconic outdoor destinations

Firm Launched
1600
Equity Raised or Committed
$ 370 Million
Offices in New York (West Village) and Utah (Park City)
0
Castle Peak Employees
2