Welcome to
Tomorrow River
A real estate investment company focussed exclusively on Breckenridge, Colorado.
I’m Jake.
I'm an engineer by training, a leader by experience, and a real estate investor by passion. After more than two decades leading growth and innovation in the software industry, I focused my work on the built world—investing in and renovating properties across the U.S. and Costa Rica since 1999. Today, I invest exclusively in Breckenridge, Colorado, applying engineering discipline, thoughtful design, and long-term ownership to build a durable, place-based portfolio that performs across market cycles and contributes positively to the community.
Focussed on One Place
Breckenridge combines 9,600-ft elevation, four-season recreation, and a walkable town core—an uncommon mix among mountain towns–and the perfect combination of Place + Demand.
Visitor Demand
Demand in Breckenridge is structural, not speculative. Millions of annual visitor days
Two peak seasons, not one
Events + recreation drive return visits
Supply Constraints
Limited Room to Grow
Most future housing comes from existing buildings, not large-scale new supply.
Geographic constraints (mountains, public land)
Zoning + permitting complexity
Slow, expensive new development
Housing Tension
A Town that Needs Both
Long-term ownership helps balance who the town serves—and how it functions. Housing Contraints
High share of second homes / short-term use
Ongoing workforce housing pressure
Commute distances for local workersSupply Constraints
People x Experiences
Instead of thinking only in terms of asset types, I think about who the home is for and how they want to live while they’re here.-
I design and invest with three groups in mind:
Vacationers – short stays, high expectations, experience-driven
Part-time residents – second-home owners and seasonal users
Locals – the people who live and work here year-round
Strong properties in Breckenridge often serve more than one of these groups over time.
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Each property also fits into one (or more) lifestyle buckets:
Walkable & Social
Close to Main Street, dining, bars, shopping, and the town’s social energyTrail-Connected & Active
Easy access to hiking, biking, skiing, and the natural playground that defines BreckQuiet & Scenic
Privacy, peaceful surroundings, and long-range or mountain views
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The best investments sit at the intersection of people and experience:
Vacationers + Walkability → high-experience, short-stay friendly homes
Part-time residents + Trail access → flexible, seasonally adaptable properties
Locals + Quiet neighborhoods → durable, long-term living solutions
This framework helps guide:
What I buy
How I renovate
How the property is used over time
How risk and flexibility are managed
It’s not rigid—but it keeps decisions grounded in how Breckenridge actually works.
Investment Targets
I invest exclusively in Breckenridge, building a place-based portfolio that supports how people live, work, and spend time here. Focusing on one town allows for deeper understanding, thoughtful decisions, and long-term ownership aligned with the rhythms of the community.
Residential Rental
Long-term rental homes that provide durable, well-maintained housing for people who live and work in Breckenridge.
Commercial Retail
Small-scale retail spaces that serve everyday needs and contribute to an active, walkable town core.
Vacation Rental
Thoughtfully operated short-term homes that allow visitors to experience Breckenridge while coexisting responsibly with the community.
Boutique Hotel
Intimate, well-designed lodging that offers a consistent, place-rooted experience without the scale of large resorts.
Workforce Housing
Housing structured to support the local workforce, helping people who make the town run live closer to where they work.
Self Storage
Practical storage facilities that support residents, businesses, and seasonal living in a mountain environment.109 S HIGH ST
Project
DUPLEX ON HIGH STREET
DUPLEX CONVERSION
Tucked into the 100 block of South High Street—just a short stroll from downtown Breckenridge—this 1975 mansard-roof duplex stands as both an outlier and an opportunity. With nearly 4,000 square feet of space and a front-and-back unit layout, the property sits within the town’s historic district, where charm, cohesion, and thoughtful design matter.
Over the years, this home has become one of the more overlooked properties on the street. But we saw something else: untapped character, architectural potential, and a chance to write a new chapter. Our goal is to respect the home's 1970s roots while refining and modernizing the structure so it better complements its surroundings. That means softening the harder edges, bringing warmth and life to the exterior, and creating interiors that reflect both mountain heritage and elevated livability.
This project is more than just cosmetic; it’s a careful balance between preservation and progression. By giving this building a new identity—one that honors its past and integrates into the present—we're proving that sustainability isn’t just about materials… it's also about mindset. Through the Ecoheirloom lens of beautiful, functional, and sustainable, we're transforming this once-forgotten home into something quietly extraordinary.
