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WY

Transition Specialist

Wayside Youth & Family Support Network·Framingham, Massachusetts

$24 - $25/hr·Full Time·On Site·0-2 yrs·Posted 3 days ago
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About the role

The Transition Specialist develops curriculum and structures to prepare students for college and career readiness while facilitating work-based learning experiences. They also collaborate with staff to support IEP development and monitor the effectiveness of transition services for students.

Show your passion by empowering youth and families when joining the Wayside team!

Wayside is one of Massachusetts' most respected youth and family-serving agencies, supporting more than 6,000 youth and families annually across Central, Eastern, and Northeastern regions.

We invest in our employees' wellness with comprehensive benefits, including tuition and training reimbursement, a PTO package with 3 wellness days, 9 paid holidays, and up to 3 weeks of vacation in the first year.

Enjoy a learning environment with free training, CEUs, and more, along with exceptional medical benefits, financial health supports, and career development opportunities.

Apply today and earn a $2,000.00 sign-on bonus (pro-rated for part-time)!

TRANSITION SPECIALIST Academy - Framingham Wayside’s Academy is looking to hire a Transition Specialist, responsible for developing curriculum and structures to ensure that all students will graduate high school with the skills needed to be ready for college and career.

The ideal candidate will apply knowledge of work-based learning and an understanding of the unique needs of the Academy population to work collaboratively with agency representatives and community partners to facilitate both on and off-campus learning experiences designed to promote transition skill-building.

Salary Range

$24.00 - $25.00/hour depending on experience + sign-on bonus (half paid after 6 months of employment and half paid after 1 year of employment/pro-rated for part-time). What You Will Do: Assist the Academy Administration Team to develop, implement, and monitor a plan to provide appropriate and effective transition services. Conduct informal and formal transition assessments and/or monitor the administration of transition assessments administered by campus staff to identify strengths, needs, preferences, and interests. Counsel students regarding transition assessment results and post-secondary goals related to education/training, employment, and independent living if appropriate. Provide professional development and technical assistance on transition service requirements and the appropriate implementation by campus staff. Act as the transition contact person for administrators, teachers, parents, and community partners. Collaborate with staff in the preparation of the IEP and transition services. Attend IEP Meetings to assist in the development of transition services, as needed. Works collaboratively with agency representatives to provide information sessions for students and parents, conduct eligibility and application activities, and work to transition students from public school services and support to adult services and support. Conduct regular evaluations of transition services' effectiveness and compliance. Organize and schedule student and job coach assignments and transportation to and from work-based learning experiences. Meet with employers/employees at non-paid, work-based learning sites before placing students to establish a meaningful learning format, assessment process, and collaborative support system. Record, collect, and analyze performance data on work-based learning sites to make data-driven decisions regarding instruction, re-teaching, support, and site assignment through task analysis, and job-related behaviors. Attend program functions and parent engagement opportunities as scheduled. Competencies/Traits of Our Superstars: Demonstrates ability to work independently (i.e. can self-direct on projects, can propose project solutions regarding their curriculum area and lesson planning). Demonstrates flexibility and creative thinking (i.e. ability to adapt and adjust to changing work situations, recognize and respond quickly when lesson/activity does not go as planned). Demonstrates the ability to teach, mentor, and coach others (i.e. able to provide constructive feedback to Teachers and aides regarding reading instruction, and provide thoughtful instruction). Demonstrates dependability and persistence (i.e. excellent follow-through on assigned tasks). Possesses the capacity to foster and maintain relationships with community businesses, appropriate work experiences, transition supports, and post-secondary education settings. Ensure compliance with Wayside Youth and Family Support Network policies and procedures. Minimum Requirements: Bachelor's degree in Education. At least 1+ year experience within an academic setting (preferably specialized environments). Some experience in work-based learning and/or Career and Technology Education (preferably within the specialized environment and/or working with students receiving special education services). Transition Specialist Endorsement preferred. We will train you in: Motivational Interviewing; Courageous Conversations; Attachment, Regulation, and Competency Model (ARC); CPR, and First Aid.

Requirements

Candidates must hold a Bachelor's degree in Education and have at least one year of experience in an academic setting. Experience in work-based learning or Career and Technology Education is preferred.

  • bachelor degree
  • Coaching
  • Communication
  • Mentoring
  • Collaboration
  • Project management
  • Data analysis
  • Relationship management
  • Technical assistance
  • IEP development
  • Instructional design
  • Curriculum development
  • Special education support
  • Career counseling
  • Work-based learning
  • Transition assessment

Benefits

  • Vacation
  • Paid holidays
  • Paid time off
  • Tuition reimbursement
  • Medical benefits
  • Sign-on bonus
  • Wellness days
  • Career development opportunities
  • Financial health supports
  • Training reimbursement

Posting details

Employment type
Full Time
Work arrangement
On Site
Experience
0-2 yrs
Salary
$24 - $25/hr
Location
Framingham, Massachusetts
Posted
Aug 12, 2026
Application
Employer website
WY

Hiring organization

Wayside Youth & Family Support Network

Founded in 1977, Wayside Youth & Family Support Network is a nonprofit, nationally accredited human services agency dedicated to building strength, hope and resiliency through its family-based outreach services, residential treatment programs, and community-based counseling...

Salary listed on 8 jobs
IndustryMental Health Care
TypeNonprofit
Size201-500 employees
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Market context

Transition roles are steady in Massachusetts

Transition Specialist roles in Massachusetts are often tied to districts and programs that support students moving from school to postsecondary paths, so demand can be steady where special education and career readiness services are expanding. These roles are competitive because employers usually want a bachelor’s in Education, academic experience, and preferred background in work-based learning or Career and Technology Education. Review the AI-summarized requirements and benefits here to save time, then tailor your application to show student transition planning experience and any employer or community partnership work.

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