Leigh Lommen

Founder @ Winterfell Investments

About

Winterfell Investments, a private investment firm I founded to partner with and grow lower middle-market businesses. At Winterfell, we specialize in acquiring companies with strong, recurring cash flows and supporting their long-term success through thoughtful operational leadership and strategic growth. We believe in preserving what makes great businesses special while providing the resources and experience needed to help them reach their next stage. Our approach is grounded in partnership, patience, and a commitment to creating lasting value — not just for investors, but for employees, customers, and the communities we serve. If you’re an entrepreneur considering a transition, a search fund operator, or simply interested in learning more, I’d love to connect. #PrivateEquity #EntrepreneurshipThroughAcquisition #WinterfellInvestments #LowerMiddleMarket

Country

United States

City

Jacksonville

Industry

Financial Services

Skill

Data-driven Decision Making, Financial Forecasting, Leadership Development, Business Strategy, Mergers & Acquisitions (M&A), Investment Strategies, Deal Sourcing, Investment Analysis, Private Equity Mergers and Acquisition

Experience

Founder

Winterfell Investments

2017-8 - Present · 9 yrs 2 mos

Winterfell Investments is a private investment firm based in Jacksonville, Florida, specializing in the acquisition and operation of lower middle-market companies. We focus on businesses with stable, recurring cash flows and strong growth potential, typically through direct acquisitions and investments in search fund entrepreneurs.