Reentry Specialist Supervisor - Middleton at NAFI CT Inc. · 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.

Key Responsibilities:

• 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

Qualifications:

• 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

Salary: $70,000 - $85,000

NFI Massachusetts offers a comprehensive benefits package for full-time employees, including:

• Medical, Dental & Vision Insurance (multiple plan options)
• 403(b) Retirement Plan with potential employer match
• 3 Weeks Paid Vacation + 11 Paid Holidays + Paid Sick Leave
• Company-Paid Life & Long-Term Disability Insurance
• Tuition Reimbursement (up to $2,500 per year)
• Flexible Spending Accounts (FSA)
• Employee Assistance Programs (EAPs)
• Voluntary Benefits: Pet Insurance, Home & Auto, Legal Plan & more!
• Employee Referral Bonus Program

NFI Massachusetts Inc., is proud to be an Equal Employment Opportunity employer. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We seek to empower individuals and support the diversity and inclusivity within our workforce.

NFI Massachusetts participates in E-Verify to confirm employment eligibility as part of the I-9 verification process.