The experience and resourcefulness you deserve.

Entrepreneur-centric M&A specialists for technology & services companies in the middle market.

The Chimney Trail Partners advantage.

Experience matters.

This is much more than a slogan; it’s our deep-rooted commitment to having seasoned executives serve clients at every stage of their journey.  Our senior level attention ensures that each client benefits from wisdom and insight that can only be gained from decades of experience as a dealmaker and entrepreneur.

Thoughtfully designed and customized sales processes that maximize value while minimizing risk.

Rejecting a one-size-fits-all approach, we tailor each sales strategy to the client’s unique situation. This bespoke process ensures that every client derives the maximum value but with minimized risks, thanks to personalized strategies that truly deliver.

Our team understands you, and your journey, from walking in similar shoes for decades.

We have firsthand knowledge of the challenges, highs, and lows our clients may encounter.  This accumulated experience ensures that clients are not just receiving a service but are partnering with a team that genuinely understands and empathizes with their unique journey.  It’s this perspective that sets Chimney Trail Partners apart.

Note from Will


Selling a business successfully is complicated. With nearly 30 years of experience founding, building, and selling tech and services companies, I empathize deeply with entrepreneurs and their journey. Every business has a distinct story.

At Chimney Trail Partners, we're committed to representing yours with the senior level attention and nuanced understanding it merits.

Will Fleming Dad. Husband. Entrepreneur. Advisor & Confidante.

Let’s navigate to the peak. Together.