Brooke Hilliard

Executive Director, Middlesex Squared
Dartmouth College (BA) ‘18

Boston University (MEd)

I am an education leader dedicated to expanding access to education and economic mobility for first-generation students. A Boston native and first-generation college graduate, I began my career as a Teach For America corps member and transitioned into nonprofit leadership to advocate for educational equity and empower young people to thrive.

With experience in curriculum design, student success, and nonprofit leadership, I specialize in building sustainable, high-impact programs that create equitable opportunities. My work is driven by a commitment to ensuring that students, especially those from historically marginalized communities, have clear, supported pathways to college and careers.

I am passionate about mentorship, leadership development, and creating community-driven solutions that break down barriers to success.