Successfully Transition the Legacy of Your Business

Our sole mission is to represent, position, and sell great businesses to world-class buyers.

Why Choose Windsor Drake?

At Windsor Drake, we understand the heart and soul you’ve poured into your business. Our mission is to honor that legacy by delivering tailored M&A solutions that maximize value and ensure a seamless transition. As a Halifax-based M&A firm, we serve founders across industries securing $2M-$50M exits with discretion and expertise.

With over seven years closing $10M+ deals at Cushman & Wakefield, our team brings unmatched insight and a founder-first approach. We’ve earned trust by prioritizing your goals, leveraging global networks, and executing with relentless precision. Let us help you write the next chapter.

Our Expertise

Mergers & Acquisitions

We represent profitable businesses, crafting bespoke strategies to connect you with strategic buyers, family offices, and private equity for optimal outcomes.

Strategic Advisory

From valuation to exit planning, we provide clarity and confidence, ensuring your business is positioned for maximum value.

 

Confidential Exits

Our discreet, high-touch process protects your privacy while securing the best deal, tailored to your timeline and goals.

Meet Our Founder

Contact Details

E: [email protected]

T: 902.440.7224

Born in Toronto, Ontario, Jeff studied at Wilfrid Laurier University, where he developed an early interest in markets, policy, and capital flows. He began his career at Cushman & Wakefield, where he spent seven years advising institutional and private clients on capital markets, investment sales, and industrial transactions across North America and abroad.

With a background working closely with owner-operators and entrepreneurial families, Jeff brings a hands-on, founder-first perspective to every mandate. He has worked across multiple asset classes, specializing in sell-side M&A processes for companies between $2 million and $50 million in enterprise value.

Through Windsor Drake, Jeff represents established businesses—often family-owned—with the goal of unlocking full value through confidential, strategic exits.

Jeff is known for his relentless execution, discretion, and ability to structure complex deals with clarity and speed. Outside of work, he’s passionate about golf, architecture, and building enduring relationships.

Jeffrey Barrington | Managing Director