Transition Facilitator
Listed on 2026-07-25
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Social Work
Human Services/ Social Work, Community Support Services, Life Skills Coach/Career Advisor, Youth Development
Posted Tuesday, July 21, 2026 at 4:00 AM
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)!
Salary: $21.00 - $26.50/hour depending on experience and degree + sign‑on bonus (half paid after 6 months of employment and half paid after 1 year of employment/pro‑rated for part‑time).
Wayside is seeking a dynamic and compassionate Case Manager/Transitional Facilitator to provide a variety of case management and related services to DMH involved young adults (18–25‑year‑old) in a young adult program. Looking for an experienced individual who has worked 1+ years within residential or programs for young adults.
Seeking to fill the following shift:
Sunday‑Thursday (Sunday and Thursday 2:30pm‑10:30pm; Monday, Tuesday and Wednesday 9:30am‑5:30pm)
- Coordinate intake assessments for new participants.
- Schedule weekly case management meetings with assigned participants.
- Develop, implement, and evaluate service/participation plans in collaboration with participants.
- Provide individual and group life skills assessment and education/training for participants.
- Provide employment assistance, career development and apprentice job matching for identified participants. Develop, monitor, and evaluate apprenticeship experiences.
- Develop and maintain a broad network of community‑based support services, including health, employment, education, counseling, self‑help, community service, etc.
Provide support, crisis intervention, referrals, service linkage, and advocacy on behalf of program participants.
- Provide appropriate level of monitoring and supervision for program participants.
- Complete all documentation as required.
Participate in all weekly and required agency staff meetings, required agency trainings, supervision with Clinical Supervisor and assigned meetings in the community.
- Assist with the development and implementation of appropriate policies and procedures.
- Ensure compliance with Wayside Youth and Family Support Network policies and procedures.
- Charismatic
- Empathic
- Dedication
- Reliability
- Teamwork
- Bachelor's degree preferred, not required.
- Must have at least 1 year experience working with an adolescent or young adult population.
- Have at least 1 year experience working with residential or programs for young adults with DMH services.
- Driving in the community is a requirement of this position; please ensure you have a valid driver's license and access to a reliable vehicle.
Bi‑lingual capacity welcomed.
We will train you in:
Motivational Interviewing;
Courageous Conversations;
Attachment, Regulation and Competency Model (ARC); CPR and First Aid.
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