Transition Facilitator

Waysideyouth; Massachusetts; On-site; USD 28,929 - 35,817; Full time

Benefits offered by this job

Tuition reimbursement

Training reimbursement

PTO + wellness days

9 paid holidays

Up to 3 weeks vacation in year 1

Free training / CEUs

Medical benefits

Career development

Job summary

Wayside Youth and Family Support Network is seeking a dynamic Case Manager/Transitional Facilitator to support DMH involved young adults (18–25) in our residential and community programs. The role emphasizes intake, assessment, and collaborative service planning with participants.

We value experience with adolescents/young adults, a valid driver's license, and a willingness to engage in bilingual communication.

Qualifications

• Bachelor's degree preferred, not required.
• At least 1 year experience with adolescent or young adult population.
• At least 1 year experience with residential or programs for DMH services.
• Valid driver's license and access to reliable vehicle.
• Bi-lingual capacity welcomed.

Responsibilities

• Coordinate intake assessments for new participants.
• Schedule weekly case management meetings with participants.
• Develop, implement, and evaluate service/participation plans in collaboration with participants.
• Provide life skills assessment and education/training for participants.
• Provide employment assistance, career development and apprentice job matching.
• Develop and maintain a broad network of community-based support services.

Skills

Charismatic

Empathic

Dedication

Reliability

Teamwork

Education

Bachelor's degree preferred

Job description

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)

What you will do:

• 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.

Competencies/Traits of Our Superstars:

• Charismatic
• Empathic
• Dedication
• Reliability
• Teamwork

Minimum Requirements:

• 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.