Leigh Brown

A decisive and results-driven sales leader, I’m energized by scaling high-performing teams in fast-growth environments where clarity, execution, and accountability drive impact. As Head of Sales for Ashby (the modern, all-in-one hiring platform), I’m leading our next phase of rapid growth; building and developing a world-class sales organization as we redefine what’s possible in HR tech. Our mission is to give Talent Leaders the tools and insights they need to hire the best people for their business; faster, smarter, and with more confidence. Prior to Ashby, I spent over a decade at HubSpot, helping scale revenue from $40M to nearly $3B and leading teams through three pivotal growth chapters: ✅ Vertical Sales: Built our Nonprofit & Education segment from the ground up, establishing deep market credibility. ✅ Customer Expansion: Drove cross-sell and customer growth initiatives as HubSpot evolved from a point solution to a multi-product platform. ✅ Enterprise Expansion: Played a key role in our move upmarket, transforming sales motion, process, and culture to win larger, more complex deals. I’m passionate about developing leaders, fostering a culture of extreme ownership, and building teams that operate with excellence, curiosity, and commitment. My CliftonStrengths (Woo, Competition, Positivity, Empathy, and Developer) help me inspire and coach others to achieve at their highest potential while having fun doing it.