How CapitalOS is building the financial layer for vertical software
CapitalOS enables software platforms to embed cards, bill pay, and wallets for their users and AI agents, while handling the complex infrastructure behind them, including underwriting, risk, compliance, and capital. By Ryan Weber For decades, business owners working as plumbers, electricians and other field-service technicians paid for expenses they incurred on the job with personal […]
The New York Times highlights Waterlily’s approach to long-term care
Long-term care costs upwards of $80,000 a year at home and $130,000 for a nursing home bed, yet only 15% of Americans over 65 have any insurance to cover it. Government has no comprehensive answer for it, making it one of the largest uninsured risks in American life. Our portfolio company Waterlily uses AI and […]
Fintech 2026: 4 Signals We’re Watching
Fintech is no longer a category of its own. It’s the efficiency layer that that sits beneath how every industry moves money. We’re well into a new year, and industry truths we learned in 2025 are continuing to prove themselves. Increasingly, we think fintech success will be defined by the kind of “unsexy” technology that […]
How Operating Discipline Fueled Field Nation’s Rise
Why clarity on the customer, the market, and the product drove the company forward. Field Nation achieved remarkable scale before on-demand work went mainstream, a trajectory built on quiet execution and an early decision to bring in seasoned operators. What began as a small, scrappy team focused on solving real technician-sourcing problems has evolved into […]
How OCN (OneCarNow.com) Turned a Ride-Hailing Problem into a Fintech Revolution
For Mexico’s thousands of ride-hail drivers, the roadblock isn’t demand. It’s access. Drivers are under-served in a ride-hailing industry already worth more than $3.5 billion and projected to grow steadily in the years ahead. The original concept for OneCarNow (OCN) was a peer-to-peer rental marketplace connecting car owners and short-term renters. Within a few months, […]
Pear Commerce + Pinterest: A Breakthrough in CPG Advertising
We’ve been fans of Eric Martell since he first landed in Minnesota. From the beginning, it was clear he had a rare mix of technical depth, product vision, and leadership grit. After helping build Gener8tor’s local presence, he and Alex Wyler co-founded Pear Commerce—a company born out of frustration with how broken CPG advertising had […]
Waterlily Raises $7M Seed Round to Transform Long-Term Care Planning with AI
In a significant development for the long-term care (LTC) industry, Waterlily (http://www.waterlily.com) has secured $7 million in seed funding to advance its AI-driven platform that helps families and advisors navigate the complex landscape of long-term care planning. The oversubscribed round attracted notable investors including Brewer Lane Ventures and Great North Ventures alongside strategic investments from […]
Reflections From Wisconsin’s 2024 Early Stage Symposium
This past week, I had the pleasure of attending Wisconsin’s 2024 Early Stage Symposium in Madison, Wisconsin, on November 13th and 14th. Organized annually by the Wisconsin Technology Council, the event serves as a gathering place for investors, founders, and ecosystem partners across the region to foster collaboration and investment. As a Minnesota-based investor, I’ve […]
Great North Ventures Leads OneCarNow! Series A Unlocking $86M In Funding For Improved Gig Worker Financial Well-Being
OneCarNow!, a fintech company providing vehicles and financial services to gig workers across the Americas, has secured $86 million in a combination of equity and debt financing. This significant capital injection, led by equity funding from Caravela Capital, Collide Capital, and Great North Ventures, with debt financing from i80 Group, is poised to propel OneCarNow! […]
Pear Commerce Secures $10M in Series A Funding to Transform Shoppable Media & Enhance Retail E-commerce
On June 27, 2024, Pear Commerce, a retail e-commerce enablement platform, announced it has secured $10 million in Series A funding led by Stage 2 Capital.