Reentry Specialist Supervisor - Middleton

NFI Massachusetts, Inc., a non-profit human services agency, is seeking a Reentry Specialist Supervisor to provide clinical and operational leadership across multiple reentry and case management programs in partnership with the Essex County Sheriff’s Department. This role plays a critical part in supporting justice-involved individuals through high-quality, evidence-based services that promote successful community reintegration.

The Reentry Specialist Supervisor will oversee service delivery at the Middleton Jail and House of Correction, in Middleton, MA. 

• →Provide oversight of clinical and case management services across designated programs within the ECSD reentry continuum
• →Supervise, coach, and support Reentry & Case Management Specialists and operational staff
• →Deliver direct reentry and case management services as needed
• →Ensure fidelity to evidence-based practices through training, supervision, and direct observation
• →Monitor compliance with NFI MA and ECSD policies, procedures, and performance standards
• →Conduct regular record reviews to ensure quality and accuracy of assessments and treatment plans
• →Coordinate with custody and clinical teams to ensure effective communication and service integration
• →Facilitate interdisciplinary case planning meetings, case reviews, and documentation processes
• →Support crisis prevention and intervention planning
• →Monitor and ensure quality of group services through ongoing evaluation

• Bachelor’s degree required; Master’s degree preferred
• 3–5 years of experience in corrections, substance use, mental health, or behavioral health settings
• Minimum of 2 years of supervisory experience
• Strong leadership, organizational, and communication skills
• Ability to work collaboratively across multidisciplinary teams