Director Community Supervision & Courts

Interested in joining Milwaukee County? Milwaukee County is searching for authentic people who are out to change the game and bring their whole selves to work every day.

Milwaukee County oversees operations from our Airport, Behavioral Health, Child Support, Combined Court Operations, Sheriffs Department, Community Reintegration Center, Human Services, Parks, Public Safety, Public Works, Fleet Operations, Transportation, and at the Zoo. Our departments are also dedicated to our Seniors and those with Disabilities in Aging and Disability Services, and Veterans in Veterans Services. Our employees also remain committed to serving the cultural, human, recreational, and social needs of the entire community.

Milwaukee County offers a wide variety of interesting jobs for people who want to make a difference in our community. Milwaukee County provides a competitive benefit package and is an Equal Opportunity Employer. If disability related accommodations are needed, please email fmla@milwaukeecountywi.gov. For submitted application inquiries please contact careers@milwaukeecountywi.gov. Please note: an online application must be submitted for consideration.

We are searching for Changemakers to come and join our team and discover our diverse and versatile community of independent spirits and unique talents, we are redefining the way you think about Milwaukee County!

Closing Date: August 23, 2026 @ 11:00pm CST, or upon the receipt of 50 application submissions.

Director Community Supervision and Courts

Department of Health and Human Services (DHHS)

Full-time, Hybrid

Salary Range: $106,121.60 - $159,120.00/yr

Job Summary

Responsible for the leadership, oversight, and strategic direction of community-based and secure care youth justice services, including prevention, intervention, programming, and operations. Leads and supports children integration efforts across DHHS and leads efforts to support DHHS mission and vision, outreach strategies, work culture enhancement, and internal communication and consensus-building.

Job Responsibilities

• Community-based Services and Programming - Responsible for high quality, equitable services for youth and families, including community violence interruption, interventions and prevention; interventions for justice involved youth in community and secure care; ensure compliance with State of Wisconsin youth justice standards.
• Support Childrens System of Care and Continuum of Youth Justice System - Lead, identify, and execute new business opportunities on behalf of Children, Youth and Family Services (CYFS) to build out the continuum of care across the youth justice system. Maximize existing revenue streams and oversee the operational functions that strengthen service delivery.
• Represent DHHS within Community Spaces - Serve as a representative in the community. Communicate key information to youth justice stakeholders such as the courts, advocates, consumers and families, board members, service providers, child welfare staff, law enforcement and schools.
• Collaborate with CYFS and DHHS Leadership - Work collaboratively with Administrator and Deputy Administrator, management, and leadership while serving as a resource to help reduce costs, enhance revenues, and achieve effective utilization. Strive to achieve quality goals and objectives while following the department's vision and mission.
• Youth Justice Committees and Initiatives - Lead and support key committees and initiatives related to practice improvements, system reform, policy development, data collection, and other initiatives key to the effective operations of CYFS.
• Quality and Compliance of Projects, Services and Agreements - Lead key internal and community initiatives; strategize oversight and performance-driven operational leadership; coordinate major initiatives and resolution of operational barriers.
• Ability to lift, carry up to 10 lbs.; push and pull up to 25 lbs.
• Other duties as assigned.

Required Education, License/Certification and Experiences

• Current residency within the State of Wisconsin upon application required
• Valid Wisconsin Driver's License required and must be maintained throughout incumbency
• Bachelor's degree or higher in Criminal Justice, Human Services, Social Work or closely related field required
• Three (3) years or more of work experience in Youth Justice, Human Services or Social Work required
• Three (3) years or more of work experience in a Management or Director role required
• Intermediate knowledge of all related computer and software applications such as Microsoft Word, Excel, Outlook, PowerPoint and Teams required

Preferred Education, License/Certification and Experiences

• Master's degree or higher preferred

Note: This ORIGINAL APPLICATION is open to qualified residents of the State of Wisconsin at the time of application. Candidates need to submit a full account of their training and experience (i.e., by submitting an up-to-date resume or by fully completing the application) during the application process and may also be asked to take additional written or performance tests as part of the selection process. APPLICANTS MUST POSSESS THE MINIMUM QUALIFICATIONS AT THE TIME OF FILING AN APPLICATION.

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Milwaukee County is committed to fostering an equitable working environment, free from discrimination and harassment, on the basis of any characteristic protected by law. We prohibit any form of discrimination, harassment based on race, color, religion, sex, gender, gender identity or expression, sexual orientation, pregnancy, pregnancy related condition, national origin, age, disability, FMLA status, sexual orientation, military status, marital status, or any other category or status that is now or in the future protected by federal, state, and local law. We maintain a drug-free workplace and perform pre-employment substance abuse testing, background checks and pre-employment physicals subject to job requirements. If special accommodations are needed, please contact 414-278-3936.