Meet the Team

Sean Hayes

Director of Enrollment Management


Email: shayes@hillsideschool.net
Phone: (508) 303-5709

Sean Hayes

Sean joined the Admission Office in 2013 as the Senior Associate Director of Admission. He is a graduate of Tufts University where he earned a B.A. in Liberal Arts after attending St. Mark's School. Sean previously served as the Associate Director of Admission and Athletic Liaison at Becker College. Prior to that, Sean worked at The Winchendon School as a teacher, coach and advisor and spent his last three years there as the Associate Director of Admissions.


Richard Brande

Director of Admission and Marketing

Email: rbrande@hillsideschool.net
Phone: (508) 481-0287


Rich brings a wealth of private school and admission experience to his new role here. Prior to joining Hillside, Rich worked as Director of Admission for several years at South Kent School and more recently as an educational consultant. He also has a deep background in working with international students and young student-athletes. Rich resides in Wayland with his wife and two teenage sons, and dog, "Harley." He enjoys spending time with his family, going to his boys' sporting events, and being outside.


David Mountcastle

Director of Secondary School Placement and Associate Director of Admission

Email: dmountcastle@hillsideschool.net
Phone: (508) 303-5727


David joined Hillside at the beginning of the 2019-2020 school year. As both a graduate of a boarding school and an administrator at four independent schools over the course of nearly 20 years, he brings a wealth of experience and connections to his role as a secondary school counselor. David experienced the transformational power of independent schools when he attended St. Mark's School, and he finds it rewarding to help students find the right "match" as they progress through their own educational journey. David attended Bowdoin College after St. Mark's, where he majored in Biochemistry and was a member of the men's hockey team.