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Reentry Program Specialist Jobs in Wisconsin (NOW HIRING)

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Promote organizational programs, services, workshops, and events throughout the community * Distribute outreach materials and provide presentations about available reentry support services

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Reentry Program Specialist information

What is a reentry program specialist?

A Reentry Program Specialist is a professional who helps individuals transition from incarceration back into the community. They develop and coordinate programs that address the needs of formerly incarcerated people, such as finding housing, employment, education, and access to health care. These specialists often work with government agencies, nonprofits, and community organizations to support successful reintegration and reduce recidivism. Their role involves case management, advocacy, and connecting clients with necessary resources.

What are the key skills and qualifications needed to thrive as a reentry program specialist, and why are they important?

To thrive as a Reentry Program Specialist, you need a background in social work, criminal justice, or a related field, along with experience in case management and client advocacy. Familiarity with case management software, data tracking systems, and knowledge of relevant local resources and legal guidelines is often required. Strong interpersonal skills, cultural competence, and problem-solving abilities set top specialists apart in supporting diverse client populations. These skills and qualities are crucial for effectively guiding individuals through the transition from incarceration to community life, fostering successful reintegration and reducing recidivism.

What are some common challenges a reentry program specialist faces when supporting individuals transitioning from incarceration?

A Reentry Program Specialist often encounters challenges such as addressing housing instability, supporting clients in finding employment, and helping individuals overcome stigma related to their criminal records. Building trust and rapport can take time, as clients may be hesitant to engage due to past experiences. Additionally, coordinating with multiple agencies and ensuring clients comply with legal or parole requirements requires strong organizational and communication skills. Despite these challenges, specialists play a vital role in empowering clients to rebuild their lives and successfully reintegrate into the community.
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Infographic showing various Reentry Program Specialist job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Reentry Recruitment Specialist

Community Warehouse

Milwaukee, WI • On-site

$18/hr

Full-time

Medical, PTO

Posted 8 days ago

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Job description

Position Summary 

Community Warehouse is seeking an outgoing, mission-driven, and relationship-focused Reentry Recruitment Specialist to recruit and connect justice-impacted individuals to the Partners in Hope (PiH) Reentry Program and its supportive services. 

The Reentry Recruitment Specialist is responsible for identifying, recruiting, and onboarding new participants into the PiH Reentry Program while building strong relationships with referral partners and increasing community awareness of available reentry services. This role serves as a key ambassador for the organization by promoting the mission of Partners in Hope and helping individuals successfully access resources, support systems, and opportunities that contribute to long-term stability and success. 

The ideal candidate is an effective communicator, community connector, and passionate advocate for second chances, restoration, and community reintegration. 

Key Responsibilities 

Recruit and Onboard New Participants 

  • Conduct outreach and engagement efforts to recruit eligible participants into reentry programming and services  
  • Guide participants through intake, orientation, onboarding, and enrollment processes  
  • Provide clear and supportive communication regarding program expectations, services, and opportunities  
  • Maintain accurate participant intake documentation and records  
  • Provide lessons  and resources for individuals who are currently incarcerated to develop pre-release leads 


Build Relationships with Referral Partners 

  • Develop and maintain positive working relationships with correctional facilities, probation and parole offices, workforce agencies, community organizations, shelters, treatment providers, and other referral sources  
  • Serve as a professional and reliable point of contact for community and referral partners  
  • Strengthen partnerships that support participant referrals and collaboration opportunities  


Share Program Information in the Community 

  • Promote organizational programs, services, workshops, and events throughout the community  
  • Distribute outreach materials and provide presentations about available reentry support services  
  • Represent the organization at community meetings, networking events, resource fairs, and outreach opportunities  
  • Help increase awareness of reentry services and reduce stigma related to incarceration and reentry  


Coordinate Outreach Events and Presentations 

  • Plan and coordinate outreach events, informational sessions, workshops, and community presentations  
  • Assist with event logistics, scheduling, materials preparation, and participant engagement  
  • Collaborate with staff and community partners to organize impactful outreach initiatives  
  • Track outreach efforts, participation, and community engagement outcomes  


Community Engagement and Advocacy 

  • Build trust and positive relationships with justice-impacted individuals and community stakeholders  
  • Advocate for equitable access to resources and opportunities for participants  
  • Promote a welcoming, respectful, and supportive environment for all participants and partners  


Documentation and Reporting 

  • Maintain accurate records of outreach activities, referrals, participant engagement, and community partnerships  
  • Assist with data collection, reporting, and organizational tracking requirements  
  • Ensure confidentiality and professionalism in all documentation and communication  


Team Collaboration 

  • Collaborate with staff, volunteers, and community partners to support organizational goals  
  • Participate in meetings, planning efforts, and program development initiatives  
  • Support the overall mission and vision of the organization  


Qualifications 

  • Associate’s or Bachelor’s degree preferred in Communications, Human Services, Social Work, Nonprofit Management, Criminal Justice, or a related field  
  • Experience in outreach, recruitment, community engagement, nonprofit services, or reentry support preferred  
  • Strong communication, networking, and public speaking skills  
  • Ability to build relationships with diverse individuals and organizations  
  • Strong organizational and time-management abilities  
  • Proficiency in Microsoft Office and Google Workspace  
  • Ability to maintain professionalism, confidentiality, and cultural sensitivity  
  • Passion for supporting justice-impacted individuals and strengthening communities  


Preferred Skills 

  • Experience coordinating community events or outreach initiatives  
  • Familiarity with reentry systems, social services, and community resources  
  • Ability to engage and motivate individuals in a supportive and respectful manner  
  • Experience with public presentations and partnership development  
  • Strong problem-solving and interpersonal skills  


Core Competencies 

  • Relationship-building and communication  
  • Compassion and empathy  
  • Professionalism and integrity  
  • Organization and initiative  
  • Community engagement and advocacy  
  • Commitment to empowerment and restorative community impact  


Work Environment 

This position operates in a nonprofit and community-based environment with regular interaction with participants, referral partners, community organizations, and staff. Local travel, evening events, and occasional weekend availability may be required. 

Equal Opportunity Statement 

Community Warehouse is committed to fostering an inclusive and equitable workplace. We encourage applicants from diverse backgrounds and lived experiences to apply. 

Faith-Based Organization Statement 

Community Warehouse is a faith-based organization that openly incorporates faith, encouragement, and personal restoration into our work and culture. We welcome and serve individuals of all backgrounds and beliefs and are committed to maintaining a respectful, inclusive, and non-discriminatory environment for all. 

Company Description

Community Warehouse / Partners In Hope is a faith-based organization passionately dedicated to helping willing men, women, and their families impacted by incarceration overcome social, economic, and criminal justice system barriers.