Headshot of Jessica Sherwood in front of a gray background.

Jessica Sherwood

Jessica joined Leopardo in 2016 and has been instrumental in driving the company’s national expansion and long-term growth strategy. Through a relentless focus on relationships and strategic partnerships, she has helped secure a diverse portfolio of high-profile clients and opportunities across multiple markets.

As Senior Vice President of Growth, Jessica leads Leopardo’s national business development efforts, overseeing pipeline strategy, market expansion, and client engagement initiatives. She is responsible for building and developing a high-performing team, fostering a culture rooted in accountability, collaboration, and results. Under her leadership, growth is not only measured by revenue, but by the strength and longevity of client relationships.

Jessica holds a Bachelor’s Degree in Mass Communication/Media Studies from San Diego State University, where she earned a four-year, full-ride scholarship for women’s soccer. She is an active industry leader, serving on the board of the Healthcare Engineers Society of Northern Illinois (HESNI) as Networking Chair and as Events Chair for the Magnificent Mile Association. Jessica is also a founding member of SheBuilds, an organization dedicated to connecting and elevating women in real estate across Illinois and Wisconsin.

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