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Reentry Case Manager Jobs in Boston, MA (NOW HIRING)

Old Colony YMCA

Reentry Services Coordinator

Framingham, MA · On-site

$20.50 - $25.75/hr

The Reentry Services Case Manager is part of the multi-disciplinary team at the CJSC who is responsible for conducting in-reach to Massachusetts Correctional Institutions and County House of ...

Old Colony YMCA

Reentry Services Coordinator

Framingham, MA · On-site

$20.25 - $25.75/hr

The Reentry Services Case Manager is part of the multi-disciplinary team at the CJSC who is responsible for conducting in-reach to Massachusetts Correctional Institutions and County House of ...

NFI Massachusetts

Reentry Specialist

Middleton, MA · On-site

$25/hr

NFI Massachusetts, Inc. is seeking a Reentry Specialist to provide both institutional and community-based case management services to justice-involved individuals. This role supports individuals ...

NFI Massachusetts

Reentry Specialist

Middleton, MA · On-site

$25 - $31.25/hr

Reentry Specialist NFI Massachusetts, Inc. is seeking a Reentry Specialist to provide both institutional and community-based case management services to justice-involved individuals. This role ...

Casa Esperanza

Reentry Outreach Specialist

Boston, MA · On-site

$22.28 - $22.95/hr

The Outreach Specialist will also complete Level of Service/Case Management Inventory (LS/CMI) assessments with currently incarcerated individuals to identify reentry and behavioral health treatment ...

Enlyte

Vocational Case Manager

Boston, MA · On-site

$75K - $81K/yr

... for reentry in the workplace. * Review assessments, interviews and tests, alongside medical ... Must meet all vocational case management eligibility requirements of the state/jurisdiction of hire.

Enlyte

Vocational Case Manager

Boston, MA · On-site

$75K - $81K/yr

... for reentry in the workplace. * Review assessments, interviews and tests, alongside medical ... Must meet all vocational case management eligibility requirements of the state/jurisdiction of hire.

Advocates

Reentry Navigator

Salem, MA · On-site

$20.19/hr

The Reentry Navigator will provide in-reach and transitional and reentry navigation services ... Provide program participants with case management services, transitional support, education, and ...

Advocates

Reentry Navigator

Salem, MA · On-site

$20.19/hr

The Reentry Navigator will provide in-reach and transitional and reentry navigation services ... Provide program participants with case management services, transitional support, education, and ...

Advocates, Inc

Reentry Navigator

Salem, MA · On-site

$20.19/hr

The Reentry Navigator will provide in-reach and transitional and reentry navigation services ... Provide program participants with case management services, transitional support, education, and ...

Advocates, Inc

Reentry Navigator

Marlborough, MA · On-site

$20.19/hr

The Reentry Navigator will provide in-reach and transitional and reentry navigation services ... Provide program participants with case management services, transitional support, education, and ...

Casa Esperanza

Recovery Coach (CSP)

Boston, MA · On-site

$20 - $22/hr

Support connections with Reentry and Housing Case Managers, as appropriate, to access those case managements services. * Work closely with Multi-Disciplinary Team (MDT) to support clients through all ...

State of Massachusetts

Infectious Disease

Boston, MA · On-site

... case management etc.) * Ability to develop and facilitate educational risk reduction programs to ... reentry planning and community continuum of care. The navigator will facilitate groups with the ...

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Reentry Case Manager information

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How much do reentry case manager jobs pay per hour?

As of Aug 8, 2026, the average hourly pay for reentry case manager in Boston, MA is $26.93, according to ZipRecruiter salary data. Most workers in this role earn between $20.91 and $29.28 per hour, depending on experience, location, and employer.

What is the difference between Reentry Case Manager vs Probation Officer?

AspectReentry Case ManagerProbation Officer
CredentialsRelevant social work or counseling certifications, sometimes a bachelor's degreeCriminal justice or social work degree, state certification/license
Work EnvironmentCommunity-based settings, rehabilitation centers, or correctional facilitiesCourts, probation offices, community supervision settings
Employer & IndustryNonprofits, government agencies, correctional facilitiesCourts, criminal justice agencies, law enforcement
Primary FocusSupporting reentry, providing resources, and case management for formerly incarcerated individualsMonitoring compliance, risk assessment, and supervising offenders in the community

While both roles work within the criminal justice system, Reentry Case Managers focus on assisting individuals reintegrate into society through support and resource coordination, whereas Probation Officers primarily supervise offenders' compliance with court orders. Understanding these differences helps clarify career paths and job expectations in criminal justice and social services.

What are some common challenges faced by reentry case managers when supporting clients transitioning from incarceration to the community?

Reentry Case Managers often encounter challenges such as helping clients secure stable housing, employment, and access to healthcare or mental health services. Clients may face stigma, legal barriers, or limited resources, making it difficult to reintegrate successfully. Additionally, managing large caseloads and maintaining consistent communication with clients and community partners can be demanding. Strong organizational skills, patience, and adaptability are essential for overcoming these obstacles and providing effective support.

Is a reentry case manager a stressful job?

Reentry case managers often work in high-pressure environments due to the complex needs of clients and the goal of successful reintegration. The job can involve emotional challenges, requiring strong communication skills and the ability to handle difficult situations, which may contribute to stress levels. However, workload, support systems, and personal resilience influence individual experiences of stress in this role.

What are the key skills and qualifications needed to thrive as a reentry case manager?

To thrive as a Reentry Case Manager, you need a background in social work, criminal justice, or a related field, along with strong case management and assessment skills. Familiarity with case management software, community resources databases, and often a relevant certification or degree are typically required. Excellent communication, cultural competency, and problem-solving abilities help build trust and advocate effectively for clients. These skills are vital for supporting individuals transitioning from incarceration, ensuring successful reintegration, and reducing recidivism.

What is a reentry case manager?

Reentry case managers are professionals who assist individuals transitioning from incarceration back into the community. They help clients access resources such as housing, employment, education, and healthcare, while also providing support and guidance to reduce the risk of recidivism. Reentry case managers work closely with clients to create individualized plans and connect them with community services, aiming to facilitate successful reintegration and long-term stability. Their work is crucial in helping formerly incarcerated individuals overcome barriers and build productive lives after release.
What are popular job titles related to Reentry Case Manager jobs in Boston, MA? For Reentry Case Manager jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Reentry Case Manager jobs in Boston, MA look for? The top searched job categories for Reentry Case Manager jobs in Boston, MA are:
What cities near Boston, MA are hiring for Reentry Case Manager jobs? Cities near Boston, MA with the most Reentry Case Manager job openings:
Reentry Case Manager jobs near you
Infographic showing various Reentry Case Manager job openings in Boston, MA as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $55,943 per year, or $26.9 per hour.

Reentry Specialist Supervisor - Middleton

NFI Massachusetts

Middleton, MA • On-site

$70K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted yesterday

Job description

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.

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