Creating Value for Business Owners By Investment Partnership
Empowering purposeful growth and enduring legacy
Empowering purposeful growth and enduring legacy
At Ripple Trail Investors, we invest in exceptional companies ready for their next chapter of growth. We focus on profitable, founder-owned businesses where our capital, experience, and partnership can make a lasting impact.
We partner with business owners at pivotal moments—when opportunity meets ambition.
Many of the companies we work with are navigating a key inflection point: a chance to grow, expand, or scale—but they need more than just capital. At Ripple Trail, we listen then bring both strategic support and a roll-up-your-sleeves mentality, working with the teams to help realize the company's full potential.
Focus Areas:
We specialize in being the first outside equity partner. Whether you’re seeking partial liquidity or looking to accelerate growth, we provide capital and resources to grow the business without exerting control.
We invest alongside owners who believe in their business and want to stay involved. We encourage equity rollovers and ensure incentives are aligned for the next phase of success.
We look for companies that deliver meaningful value to customers, employees, and communities - businesses with a purpose, a loyal customer base, and room to grow.
Strong leadership, a history of execution, and a culture of accountability matter. We partner with teams who’ve already built something special—and are ready to go further.
Ripple Trail Investors was born out of a deep respect for founder-led businesses—and the belief that thoughtful partnership can unlock a company’s full potential.
I grew up in a family business. I saw firsthand what it means to take risk, build something lasting, and care deeply about your customers, your team, and your reputation. That experience instilled in me a respect for founders who lead with both grit and heart.
Ripple Trail takes its name from a mountain bike trail I ride with my family—a reminder of the purpose and the path we take together.
In founding Ripple Trail, I set out to create a firm that listens carefully, analyzes clearly, and makes decisions with long-term success in mind—for the business, the team, and the legacy that’s been built. We work side by side with founders and management teams to navigate change, pursue opportunity, and build lasting impact.
For owners considering their next chapter—whether to grow, step back, or evolve—this is a moment to think big. If you’re ready to scale, expand, or begin the next chapter of your journey, you deserve a partner who respects where you’ve been and believes deeply in where you’re going.
At Ripple Trail, that’s what we’re here for: to help turn vision into momentum, and momentum into lasting impact.
David Goldberg is a seasoned investor, advisor and trusted partner to business owners, with over 20 years of experience backing and growing growth-oriented companies. His career includes investing across healthcare, manufacturing, and technology-enabled services—sectors where long-term value is created through operational excellence and strong partnerships.
Before founding Ripple Trail Investors, David was a Managing Director at Endeavour Capital, where he led the firm’s healthcare investment strategy. He worked closely with founders and leadership teams to scale companies through organic growth, strategic acquisitions, and team development. His collaborative, patient approach has helped management teams expand their businesses while preserving culture and legacy.
David has served on the boards of several high-performing, founder-led companies, including ATL Technology (global medtech manufacturing), Equality Health (value-based care platform), Point B (consulting), Fi Holdings (electro-mechanical manufacturing), PK Global (technology services) and Zoom+ (on-demand primary and urgent care). His experience spans companies that serve leading OEMs, payors, and enterprises, with a focus on mission-driven teams delivering measurable value to their customers.
Earlier in his career, David held investment roles at DW Healthcare Partners and Comerica Bank’s healthcare and technology group. He holds an MBA with honors from the University of Chicago Booth School of Business and a BA in Finance from the University of Washington.
David lives in Seattle with his wife and three children. He founded Ripple Trail Investors to be a thoughtful capital partner for owners who care about their company’s next chapter—and want a partner who will roll up their sleeves and build for the long term.
Have a question about how Ripple Trail Investors can help your business grow?
Send us a message at connect@rippletrailinvestors.com.
Based in Seattle, Washington
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