Transition Counselor/Teaching Assistant (Post High School) – Spring 2026

Milestones Day School and Transition 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 approximately 90 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. A maximum of 25% of our student population are typically enrolled in our PHS program. Our Post High School students participate in dual enrollment college coursework, plus offsite & onsite internships. We are currently recruiting for a Transition Counselor/Teaching Assistant to join our team for a Spring 2026 start date, dependent on confirmation of increased student enrollment.

We offer a unique and intensive year-round academic and therapeutic programming in a state of the art building. Our students are highly supported by a full clinical staff working in multidisciplinary teams that consists of Psychologists, Occupational Therapists, Speech Therapists, Board Certified Behavior Analysts, Principals, Mentor Teachers and Special Educators, Reading and Math Specialists, and Directors. We have a low student to staff ratio.

Job Description: 

The Transition Counselor is responsible for providing direct instruction and support to students across a variety of school-based and community-based settings for students age 18-22 within our post-high school program. As an integral member of the Transition Team, the Transition Counselor works collaboratively with a variety of staff (transition, therapeutic, behavioral) to increase student success beyond the classroom. Counselors work with students to explore and integrate reasonable accommodations throughout all aspects of adult life — employment, education, and community/independent living. It is the Transition Counselor’s responsibility to provide regular ongoing support to program administrators in planning and facilitating student programming.

Responsibilities Include, but not limited to:
– Deliver individualized instruction in the areas of career awareness, job readiness, socialization, safety, travel training, self-help skills, functional academics, self-advocacy, and self-determination.
– Instruct students in a variety of community, employment, and education settings to support their post-secondary skill development.
– Identify, develop, and maintain on-campus and community job sites.
– Responsible for collaborating with program administrators on identifying appropriate skills prerequisite to a job placement and identifying work sites for students.
– Collect and summarize performance data on an ongoing basis.
– Collaborate and consult with program administrators to ensure students receive individualized, functional supports on an ongoing basis.
– Ability to accurately analyze situations and adopt an effective course of action.
– Demonstrate team leadership skills to include initiative, positivity, problem-solving, and flexibility.
– Facilitate regular, ongoing communication with program administrators.

Qualifications:
– Bachelor’s degree or higher
– Experience with job coaching and/or vocational experience strongly preferred
– Previous experience working with students with Autism, developmental, psychiatric, and/or behavioral issues preferred
– Experience with behavior management preferred
– Suitable driving record required
Hours: Full time 7:30am-3pm, plus 5 hours/week on or offsite for planning

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
– Workout facility
– 401K plan, long-term disability, and life insurance
– Paid parental leave and pre-tax dependent care flexible spending account
– Half day summer Fridays (12pm dismissal)

Annual Salary: $52,000 bachelor’s degree – $55,000 master’s degree

Equal Opportunity Employer
Milestones Day School (Special Ed. School) is committed to maintaining a work and learning environment free from discrimination on the basis of race, color, religion, national origin, pregnancy, gender identity, sexual orientation, marital/civil union status, ancestry, place of birth, age, citizenship status, veteran status, political affiliation, genetic information or disability, as defined and required by state and federal laws. Additionally, we prohibit retaliation against individuals who oppose such discrimination and harassment or who participate in an equal opportunity investigation.