Middle School Learning Specialist

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Department: Middle School

Location: Ware Hall, Milton Academy Campus, Milton, MA

Hours: Full-time

FLSA: Exempt

Classification: Faculty )

Milton Academy is an independent college preparatory K12 school, boarding and day in grades 912, located just outside of Boston.

In our ongoing work to create an environment that confronts bias, injustice, and bigotry, we encourage each other to be open to learning, explore our histories and identities, and seek to understand the world around us with a critical lens. At Milton, we prepare students to partner with their future communities to create a more just world, and to have the courage to speak up and live by our motto, “Dare to be true.”

Summary of Position:

Milton Academy is seeking a full-time learning specialist for an opening in the Middle School beginning August 2026. The Middle School learning specialist will w ork in collaboration with the Middle School community to offer academic support to students.

Base Salary: For the 202627 academic year, faculty salaries range from $50,000 to $120,000 annually. Placement within this range is determined by years of experience, in alignment with Milton Academy’s faculty salary scale designed to ensure equitable pay progression.

Housing Stipend: Faculty members who reside off-campus will also receive an annual stipend of $13,000 (in 2026-27) in addition to the base salary listed above.

• Provide skill and strategy instruction for students using research-based practices
• Offer one-on-one and group instruction
• Communicate regularly with students and their families, providing information about available academic support resources, including tutors and other allied professionals
• Empower students to develop self-advocacy skills and take ownership of their learning
• C ollaborate with the MS Director of Academic Support to share theory, research, and resources to support best instructional practices; s erve as a resource in understanding diverse learning profiles;
  Maintain regular communication to ensure partnership in meeting students needs
• Collaborate with the Director of Academic Support to establish contact with advisors, teachers, families, and outside providers to foster a team approach to student support
• Meet multiple times a week with the Director of Academic Support to discuss plans, progress, and concerns regarding individual students, as well as plan and implement school initiatives
• Other responsibilities as assigned

Other faculty member responsibilities at Milton Academy encompass advising and other Middle School community responsibilities.

Community

• Be a visible, accessible presence around campus.
• Contribute to creating a positive community culture that ensures students are heard, seen, valued, and cared for.
• Share in the enforcement of our expectations for students.
• Actively participate in greater community enrichment activities
• Complete all supervisory duty, as assigned

Other Middle School Responsibilities

All middle school employees are expected to attend morning assemblies and advisories, faculty and staff meetings, grade-level meetings, departmental meetings, and professional development. All Middle School employees are expected to be ready to welcome students into our space at 8:00 a.m. and, in this role, to remain on campus until 4:00 p.m.

A variety of community responsibilities are also an essential component of our program. All middle school employees are responsible for:

• Weekly lunch supervision
• Weekly study hall supervision
• Facilitation of one semester-long activity

Supervision to be received: Supervised by the Director of Academic Support.

Supervision to be exercised: None.

Education/Certification/Licensure

Required: A bachelor’s degree in special or inclusive education or a related field

Preferred: A master's degree in education or a related field.

Experience

Required: A minimum of three years of proven experience in working with students with documented learning profiles, preferably in a school setting .

Required:…