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Reentry Outreach Specialist

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Casa Esperanza, Inc. (Boston)
Full Time position
Listed on 2026-02-05
Job specializations:
  • Healthcare
    Mental Health, Community Health
  • Social Work
    Mental Health, Community Health
Job Description & How to Apply Below

About Casa Esperanza

Casa Esperanza, Inc. is a bilingual/bicultural behavioral health treatment provider serving Boston and the Merrimack Valley. Our mission is to empower individuals and families to recover from addiction, trauma, mental illness, and other chronic medical conditions; overcome homelessness and discrimination; and achieve health and wellness through comprehensive, integrated care.

The Role

Casa Esperanza is seeking an enthusiastic and skilled Reentry Outreach Specialist to support individuals returning from incarceration within the Reentry Program. The program aims to reduce relapse and recidivism among Latine reentering citizens living with co-occurring substance use and mental health disorders by expanding access to integrated, bilingual/bicultural services that prevent homelessness, unemployment, and relapse. The Reentry Outreach Specialist will connect with correctional facilities to assist in the transition from corrections to a recovery-oriented continuum of care and will educate justice-involved individuals about community-based addiction, mental health, employment, and housing services within Casa Esperanza’s continuum and across our provider network.

The role includes completing Level of Service/Case Management Inventory (LS/CMI) assessments with currently incarcerated individuals to identify reentry and behavioral health treatment needs, designing a reentry plan that supports sustained recovery and access to essential services such as health insurance, housing, and employment. The Reentry Outreach Specialist coaches clients, promotes engagement, and facilitates community participation for current inmates and reentering citizens.

They will advocate for clients at court, promote Casa’s continuum of care to the justice system, and collaborate with Community Corrections, Courts, and Law Enforcement to support successful reentry. The Specialist will help recruit justice-involved individuals for participation in Casa’s PAR (Programa de Pares Apoyando Recuperacion) curriculum in partnership with the Clinical/Curriculum Coach, support program benchmarks, timelines, goals, and objectives, and report to payers and regulators as required.

As part of the Casa Esperanza team, you will provide services in a fully integrated, holistic, and collaborative manner using a team-treatment approach to coordinate all client services across Casa programs and external providers. This model emphasizes clear communication, reduces duplication of efforts, and ensures wraparound supports to maximize treatment effectiveness and outcomes.

What You’ll Do

Service Delivery

  • Work with the Project Manager and Recovery Support Services staff to implement outreach and community mapping strategies to identify and reach Latines at high risk for substance use, criminal justice involvement, and recidivism
  • Develop, schedule, and facilitate support groups and reentry clinics, virtually and in-person
  • Participate in Reentry Panels to provide education and resources to incarcerated individuals
  • Conduct assertive outreach to correctional facilities, specialty courts, parole/probation boards, and other organizations serving returning citizens
  • Conduct LS/CMI assessments with incarcerated individuals to identify strengths, needs, abilities, and preferences
  • Provide health insurance and benefits counseling, and reentry planning in preparation for release
  • Use Motivational Interviewing and Stages of Change to support engagement and motivation
  • Engage or reengage clients in behavioral health services, including individual, group, and family therapy; psychiatry and medication-assisted treatment; community-based case management; and peer/self-help supports
  • Ensure referrals to primary care, dental, financial, legal, education, training, and employment services
  • Provide transportation assistance to and from correctional, treatment, and support services
  • Conduct regular outreach to returning citizens who have disengaged from behavioral health services
  • Provide advocacy support during court appointments and hearings
  • Provide ongoing health promotion regarding substance use, mental health, STD/STIs, HIV, HCV, nutrition, exercise, and chronic…
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