Rachel Carey '07
Senior Program Manager, Squarespace
As a senior program manager, Rachel Carey leads strategic, cross-functional technical and operational initiatives for Squarespace's website builder and hosting platform. With over ten years of experience in the technology industry, Rachel has developed a strong foundation in project management, stakeholder alignment, and digital innovation.

In her current role, Rachel partners closely with engineering, product, and design teams to ensure the successful execution of complex projects that align with the company's goals. She is recognized for a disciplined, data-informed approach to leadership, as well as a commitment to continuous improvement and scalable growth.

Rachel holds a bachelor's degree in sociology from Trinity College in Hartford, CT, and resides in New York City with her husband and young son. As a Millbrook School alumna, Rachel is excited to return to the community that helped shape her early ambitions. She looks forward to sharing lessons from her professional journey, reflecting on the experiences that have influenced her path, and encouraging students to stay curious, embrace new opportunities, and define success on their own terms.