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Reentry Jobs in Milwaukee, WI (NOW HIRING)

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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 ...

S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents). Must be available to work on any day, seven days a week, including nights, weekends and ...

GEO provides complementary, turnkey solutions for numerous government partners worldwide across a spectrum of diversified correctional and community reentry services. From the development of ...

GEO provides complementary, turnkey solutions for numerous government partners worldwide across a spectrum of diversified correctional and community reentry services. From the development of ...

GEO provides complementary, turnkey solutions for numerous government partners worldwide across a spectrum of diversified correctional and community reentry services. From the development of ...

GEO provides complementary, turnkey solutions for numerous government partners worldwide across a spectrum of diversified correctional and community reentry services. From the development of ...

Reentry information

See Milwaukee, WI salary details

$17

$27

$34

How much do reentry jobs pay per hour?

As of Aug 9, 2026, the average hourly pay for reentry in Milwaukee, WI is $27.85, according to ZipRecruiter salary data. Most workers in this role earn between $26.97 and $29.81 per hour, depending on experience, location, and employer.

What are some common challenges faced by reentry professionals when supporting individuals transitioning from incarceration to the workforce?

Reentry professionals often encounter challenges such as helping clients overcome barriers like limited work history, stigma related to a criminal record, and gaps in soft skills. Additionally, they must coordinate with multiple community resources for housing, healthcare, and job placement, requiring strong communication and advocacy skills. Building trust with clients and employers is crucial, and reentry specialists typically work closely with case managers, social workers, and local businesses to create comprehensive support systems that increase the likelihood of successful reintegration.

What is a reentry job?

Reentry jobs are positions specifically designed to help individuals who are returning to society after incarceration or involvement with the criminal justice system. These jobs often focus on providing stable employment, skill-building, and support to help reduce recidivism and encourage successful reintegration. Employers who offer reentry jobs may also provide additional resources, such as job training, mentorship, and assistance with housing or legal issues. Reentry programs benefit not only the individuals they serve but also communities by promoting public safety and economic stability.

What is the difference between Reentry vs Parole Officer?

AspectReentryParole Officer
CredentialsVaries; often includes social work, counseling, or criminal justice degreesCriminal justice, social work degrees; sometimes requires certification
Work EnvironmentCommunity programs, correctional facilities, or social service agenciesCourts, correctional agencies, community supervision offices
Employer & IndustryGovernment agencies, non-profits, social servicesState or federal correctional departments, parole agencies

Reentry professionals focus on helping formerly incarcerated individuals reintegrate into society through support services, counseling, and community programs. Parole officers supervise parolees, ensuring compliance with release conditions and providing guidance. While both roles serve the criminal justice system, reentry emphasizes rehabilitation and social support, whereas parole officers focus on supervision and compliance monitoring.

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

To thrive as a Reentry Specialist, you need a background in social work, criminal justice, or counseling, often with a relevant degree or certification. Familiarity with case management software, community resource databases, and documentation systems is typically required. Strong interpersonal skills, cultural competence, and problem-solving abilities help build trust and guide clients through complex transitions. These skills are crucial for supporting successful reintegration, reducing recidivism, and connecting individuals with essential services.
What are popular job titles related to Reentry jobs in Milwaukee, WI? For Reentry jobs in Milwaukee, WI, the most frequently searched job titles are:
    Infographic showing various Reentry job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $57,931 per year, or $27.9 per hour.

    Reentry Recruitment Specialist

    Community Warehouse

    Milwaukee, WI • On-site

    $18/hr

    Full-time

    Medical, PTO

    Posted 5 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.