Prior to founding Sleeping Giant Capital, Doug worked in management consulting with the Monitor Group (now Monitor Deloitte) where he advised clients on pricing strategy. He also worked at Young and Rubicam in strategic planning. He holds a BA from Kalamazoo College, MA from the University of Chicago, and Ph.D. from the Carroll School of Management at Boston College. Doug spends his free time mountain biking and cooking for his wife and two kids.
Our Origin Story
America is now moving through a generational handoff of closely held businesses with the potential to reshape the country.
Over the next decade, a historic number of baby boomer business owners will retire and transition their companies. This trend is often labeled as the “Silver Tsunami,” but that metaphor is misleading. A tsunami arrives like a headline - unexpected, fast, and loud. What is coming is more like a tide - predictable, relentless, and quiet. And like a tide, its biggest effects are often unnoticed until you look up and see the shoreline is fundamentally different.
Investors understand the magnitude of this opportunity and capital is rushing in. Traditional private equity continues to expand, scaling buy-and-build strategies that consolidate the lower middle market into larger platforms built for quick exits. Search funds - born in elite business schools - have become institutionalized: a more personal face, but often the same core incentives as PE. New wrapper. Similar model.
As a result, the default exit options many business owners face in the lower middle market are built to exclusively maximize financial efficiency: lever up, consolidate, integrate, and exit.
But many owners are optimizing for something else: independence, continuity, and growth. Owners call it “legacy.” In practice, it means preserving the name, the culture, and the people who made the company what it is. Most owners view a sale not just of assets. They are handing off a living institution and asking a simple question: will this business prosper after I am gone?
That is why trust, not just price, becomes decisive. These business owners want a buyer close enough to be accountable, constrained by relationships and reputation, and unlikely to treat the company like a disposable line item. They want an ownership time horizon that creates stability, not stress. And they need confidence in the next leader—someone who can preserve what they built and still grow it. They’re not naïve about change. They just want the next chapter to be worthy of the first.
The absence of credible alternatives to private equity does not create problems for just owners. It also puts communities at risk because the silver tide does not arrive one deal at a time. It is hitting multiple companies in a community simultaneously in a compressed window.
Absent a local buyer, the cumulative effects of the lack of alternatives can reshape the local economy. When ownership leaves a place, the flows that matter leave with it. Capital that used to recycle locally – reinvestment, vendor spend, donations, sponsorships—gets redirected by a distant board and portfolio priorities. Decision-making moves, then senior talent and influence follow. And the social capital doesn’t transfer: the trust networks an owner builds over decades – mentorship, civic leadership, long-term relationships with employees and suppliers – rarely survive institutional ownership in the same way. The company may still run here, but the compounding benefits of ownership stop compounding here.
Consider a thought experiment: what does your community look like if 75% of its mid-sized businesses are owned from the coasts?
In the lower middle market, if continuity and growth are non-negotiable, the alternatives to traditional private equity are often less than optimal. Strategic buyers may absorb the company—taking the name and culture with it. ESOPs can be right for some, but can limit flexibility and slow the next growth phase. And the “local buyer” too often means undercapitalized or unproven.
That leaves a gap: a transition the owner can trust—one that preserves independence, protects the name, culture, and people, and still creates a serious next chapter of growth under a capable new owner-operator. And because the Silver Tsunami is arriving at scale, the solution can’t be a one-off transaction. It has to be repeatable—the same trusted handoff, again and again—until local ownership is no longer the exception. It becomes the pattern. Prove that pattern in one place, and it becomes a blueprint other communities can adopt before the silver tide reaches them.
That is why we founded Sleeping Giant Capital in 2020 in Kalamazoo, Michigan - to create a better alternative to private equity for owners, leaders, and communities. We believed this moment demanded a better default that keeps great businesses strong and growing, keeps ownership close, and still delivers serious outcomes.
Our aspiration is simple: to become the preferred place-based succession solution in West Michigan and communities across America. That aspiration forces us to win economically. “Place-based” is not a charitable overlay for us. It is strategy. It turns what is often treated as soft intangibles like continuity, stewardship, and local rootedness into a system that performs. It is designed to make the trusted option the strong option.
That thesis led us to three structural commitments: permanent capital, prepared leaders, and place-based ownership.
Permanent capital comes first because time horizon is destiny. Removing the forced exit clock changes what you invest in, what you protect, and what you are willing to endure in the short run to win in the long run. With capital, you unlock opportunities for growth. We are built to hold great businesses, strengthen them over decades, and let compounding do what compounding does. We buy without an intent, or need, to sell.
Prepared leaders come second because the silver tide is not only a capital problem, it is a leadership problem. Lower middle-market companies often run on trust, intuition, and a thousand unwritten systems. When the founder steps back, the business either professionalizes and grows, or it drifts. We treat leadership continuity as core to the ownership model, backing local aspiring CEOs with the talent and character to lead the next chapter of growth.
Place-based ownership comes third because location of ownership is not neutral. Where control sits changes what a company becomes and what a community keeps. A business is a conduit for flows – reputation, payroll, purchasing, reinvestment, and civic leadership. When ownership stays close, those flows circulate and compound. When ownership moves away, they thin over time undermining owners trust and community self-determination. We are geographically focused and industry agnostic in our investment approach, which means we work with local providers, source local talent where possible, and find mutually beneficial engagements with local universities.
The silver tide is a national challenge and will rise regardless of whether Sleeping Giant Capital exists. The only open question is what replaces the departing generation of owners. The current default market answer – centralization of ownership and control in the hands of a few financial buyers on the coasts – will produce returns for some and quiet fragility for many.
At Sleeping Giant Capital, we are pioneering a place-based alternative to private equity, designed to preserve and grow the next generation of businesses in American communities.
Doug Lepisto and Derrick McIver
Founders of Sleeping Giant Capital
