Special Education Case Manager/Mentor Teacher – Middle School

September 8, 2026

  • Full Time
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Milestones Day School and Transitions Program is a year-round private special education school located in Waltham, MA and works with students with autism spectrum disorders, learning disabilities, and a variety of attention and/or psychiatric challenges. We service students ranging in age from elementary grades through post high school, and our staff work in multi-disciplinary teams to support students in particular grade cohorts. We are currently recruiting for a Case Manager/Mentor Teacher to join our Middle School team for the upcoming 2026-2027 School Year.

**Active Massachusetts Licensure Moderate Disabilities (PreK-8 or 5-12) OR Severe Disabilities – All, is REQUIRED**

Job Summary:

– Manage a caseload of students, communicate with families as needed, and support students in having successful outcomes.

– To provide guidance and support and to role model appropriate teaching practices for teaching team.

– This role is highly visible and the Case Manager is responsible for being an effective leader and mentor at Milestones.

Detailed Responsibilities:

1. Lesson Plans/Teaching Support

-Role model best teaching practices for other teachers and provide differentiated instruction to students.

-Teach lessons in licensed areas as assigned -Observe and develop relationships with teachers, offering general suggestions, reviewing IEPS and lesson plans

-In conjunction with Principal, meet with teachers to outline together the teachers’ goals for the year, including professional development, previous reviews, and Milestones’ goal for the year

-Review all unit plans and weekly lesson plans prior to execution (as required by Principal)

-Meet with teaching teams at least once per week to provide feedback, reflection, support, and collaboration

-Regular classroom presence with the goal of providing instruction, training, and modeling teaching strategies.

2. Liaison Role for Students and Their Teams

-Regular communication with classroom and therapeutic staff to coordinate appropriate programming/plans for each assigned student

-Provide direct support to students (i.e. previewing, processing, de-escalating, reviewing progress) to best support their instruction and student engagement.

-Maintain confidentiality

3. IEPs

-Assure that the sections for Student Strengths, Current Performance, and Goals/Benchmarks are written for students’ IEPs.

-Review the PLEP A & B to determine if the student needs additional items listed or to take away items that are not relevant

-Specific responsibilities with regard to writing IEPs are determined by Principal

4. Case Management

-Speak with parent(s) by phone at least once per week; and document these phone calls along with the student’s week in a written email once per week (cc family, entire team, and Principal)

-Talk with team members regularly to maintain a broad understanding of how the student is doing and communicate this to parents

-Contact student’s family by phone any time there is a problem during the day; communicate the outcome of the conversation with the team

-Assure that students corrected work samples are sent home each week

-Share with team and Principal when parents provide concerns or positive feedback

5. Special Academic Events Involving Families

-Coordinate with leadership staff to help plan these events and act as an ambassador from Milestones to promote customer service

Requirements:

  • Active Massachusetts Licensure Moderate Disabilities (pk-8) or (5-12) OR Severe Disabilities – All, is REQUIRED
  • Bachelors Degree Required, Masters strongly preferred.
  • Teaching experience encompassing education and/or human services is required.
  • Mentor, Academic Coaching of peers, and/or Leadership experience preferred.

MILESTONES PROVIDES EXCELLENT BENEFITS, INCLUDING:

-Competitive salary -6 weeks of paid Vacation, 8 Sick days, and 2 Personal days in addition to scheduled holidays. Earn 1 additional Vacation day after 1 year of service and up to 2 additional days for every year of service thereafter.

-Medical Insurance including Fitness Center Reimbursement and Annual Physical Exam Bonus

-Dental Insurance & Vision Plan

-Onsite Workout Facility

-401K Plan, Long-Term Disability, and Life insurance

-Paid Parental Leave and Pre-tax Dependent Care Flexible Spending Account

-Community Service Opportunities

-Half-day Summer Fridays

-We supply all materials (no out-of-pocket expenses!)

-Employer sponsored conference and workshop attendance for professional development

-Supportive and collaborative co-workers

***Please attach an Up-To-Date Resume and Cover Letter for consideration***

Job Type: Full-time

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Employee assistance program
  • Employee discount
  • Health insurance
  • Life insurance
  • Paid time off
  • Parental leave
  • Professional development assistance
  • Referral program
  • Retirement plan
  • Vision insurance

 

Experience:

  • Teaching: 3 years (Preferred)

 

License/Certification:

  • Teaching Certification (Required)

 

Ability to Commute:

  • Waltham, MA 02451 (Required)

 

Work Location: In person

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