TOMORROW INVESTMENT GROUP · BRECKENRIDGE, COLORADOBreck.
One town. All in.
Tomorrow is a small, privately held real estate group focused entirely on Breckenridge. We buy well-located homes, improve them thoughtfully, and hold them for a long time.
THE THESISMost investors pick property types.
We picked a town.
“For those who call this home—for a weekend or a lifetime.”
Breckenridge isn’t a trend. It’s a four-season mountain town with constrained supply, genuine year-round demand, and a community of people who actually love living there. We’ve been investing here long enough to know the streets, the rhythms, and what makes a property worth owning for decades — not just for a flip.
PORTFOLIO FRAMEWORKPeople × Experience
Most investors in mountain towns optimize for one thing — the highest-paying short-term guest. It works, until it doesn’t. The result is displacement, regulation, and a town that slowly loses the thing that made it worth visiting in the first place.
Every property sits at a specific intersection — who it’s for and how it connects them to Breckenridge. That intersection shapes what we buy, how we renovate, and how long we hold it. That gives us a naturally diversified portfolio — and it means we’re building something that the community actually wants to exist.
That’s not charity. Towns that stay balanced hold their character — and their value — a lot longer than ones that don’t.
01 · PEOPLE
Locals
Full-time residents who keep the town running — the workforce, the families, the folks who make Breckenridge feel like a real place and not just a resort.01 · EXPERIENCE
Walkability
Close to Main Street, restaurants, and the buzz of town. Walk to dinner. Run into neighbors. Feel like you actually live here.RISK · DIVERSIFICATION
One Market, Multiple Angles
Close to Main Street, restaurants, and the buzz of town. Walk to dinner. Run into neighbors. Feel like you actually live here.02 · PEOPLE
Part-Time Residents
Seasonal and second-home owners who keep coming back because they genuinely love it here. They shop local, know the bartenders, and care what happens to the town.02 · EXPERIENCE
Accessibility
Easy access to the ski resort, trails, and everything that makes people come here in the first place. Get outside fast.VALUE · CREATION
Design With Purpose
Renovation choices follow the property’s role in the framework — not a generic flip playbook or a Pinterest mood board.03 · PEOPLE
Visitors
Short-term guests who discover Breckenridge and fuel the economy that makes everything else possible. Some of them become part-timers. A few become locals.03 · EXPERIENCE
Seclusion
A little more quiet. A little more private. Big mountain views and the feeling that you’ve actually gotten away from it all.HOLD · STRATEGY
We’re Not In A Hurry
We buy to hold. Cash flow, appreciation, and goodwill all compound together when you’re not trying to exit in 18 months.THE OPERATOREngineer. Builder.
Breck obsessive.
JAKE SCHNEIDER — BRECKENRIDGE, CO
Tomorrow is run by Jake Schneider. Civil engineer by training, leader by experience, and real estate investor by genuine passion since 1999.
He’s not a fund manager in a suit. He’s the person who walks every property, knows the contractors, and has been paying attention to this market long enough to see patterns other people miss. His reputation lives or dies with every project.
BS Civil Engineering, University of Wisconsin–Platteville
20+ years in software leadership — Cartegraph (OpenGov) and Buxton (Audiense). Led product vision, transformed team culture, drove growth.
Investing since 1999 — across the U.S. and Costa Rica before going all-in on Breckenridge.
Design-forward by default — every Tomorrow property is shaped by a designer who honors the home, sets trends rather than follows them, and creates spaces that are genuinely one of a kind.
CURRENT PORTFOLIOWhat We Own Right Now
Every property we’ve held has taught us something about this market. Here’s a look at where we’ve been.
109 S High Street · Active Renovation
A downtown duplex (3,936 sq ft, built 1975) being split into two titled units — one for mid-term vacation rentals, one for a local long-term tenant. A real, live example of the People × Experience framework in action.
Workforce Housing · Community Investment
Breckenridge works because locals show up. We partnered with a Main Street business to acquire, rehab, and rent a property to their team — keeping workforce housing in local hands. It earns a return. It also keeps the right people in town. For Tomorrow, that’s the whole point.
Trollhagen · South Ridge Street
Trollhagen has been a Breckenridge landmark since the late 1960s — one of those buildings that locals know and visitors remember. Our unit is the top-floor penthouse in a building of just five condos, with sweeping views of the Breckenridge peaks. Designer finishes, everything a mountain guest needs, and the kind of asset that holds its character over time. It earns well. Guests love it.
Main Street Commercial · People × Experience in Practice
We partnered with a well-loved local Breckenridge business to acquire and rehab their Main Street commercial space. It’s a business the community genuinely cares about — and real estate that sits at the heart of our Walkability and Locals thesis. A straightforward investment with a good story behind it.PAST PROJECTSProperties We’ve Owned & Loved
Every property we’ve held has taught us something about this market. Here’s a look at where we’ve been.
Peak 7 Chalet
Forest Haus Condo
Quandary Peak Retreat
Looking for the next one. That’s partly why you’re reading this.
THE OPPORTUNITYWe’re building something real in Breckenridge. We’d love to do it with the right partner.
The thesis is proven. The market knowledge is real. The next step is growing the portfolio faster than one person’s capital allows. We’re looking for someone who wants in — not to manage anything, just to back a focused operator with a clear plan in a market worth owning.
WHAT TOMORROW BRINGS
The Work
The market knowledge. The deal sourcing. The contractor relationships. The renovation oversight. The design direction. The tenant management. The framework that guides every decision. We do all of it — and we do it with our own reputation on the line every single time.WHAT WE’RE LOOKING FOR
The Capital
Someone who thinks long-term, values what a healthy community does for a real estate market, and wants exposure to Breckenridge without having to operate it themselves. You don’t need to know the difference between a cap rate and a DSCR — you just need to believe in the approach and trust the person running it. Deal structures are flexible.LET’S TALK
If this sounds like
your kind of thing — let’s talk.
No deck, no formalities. Just a real conversation about Breckenridge, the portfolio, and whether there’s a fit. If there is, great. If not, you’ll at least walk away knowing more about one of the best mountain towns in Colorado.