Middle School Learning Specialist

Middle School Learning Specialist

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 work in collaboration with the Middle School community to offer academic support to students.

Milton Academy is an independent college preparatory K–12 school, boarding and day in grades 9–12, 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."

Essential Responsibilities:

• 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
• Collaborate with the MS Director of Academic Support to share theory, research, and resources to support best instructional practices; serve 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

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

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.

Competencies:

• Possess an expert knowledge of learning differences and brain-based teaching and learning principles.
• Knowledge of best practices in providing academic accommodations to support students with learning differences.
• Skilled in teaching foundational academic skills and strategies.
• Ability to mentor and support faculty in their understanding of academic support needs and effective instructional strategies.
• Strong advocacy for students with learning differences within the school community.
• Empathy and a student-centered approach, ensuring that students' unique needs are heard, understood, and addressed.
• Ability to track and monitor student progress, assess the effectiveness of support services, and make necessary adjustments.
• Ability to work collaboratively with internal and external constituencies.
• Excellent verbal and written communication skills.
• Demonstrated computer expertise, including proficiency in Google Workspace
• Understanding of confidentiality and related…