Remote Inmate Call Monitoring Jobs in Milwaukee, WI

Introduction
The Department of Health Services (DHS), Division of Medicaid Services (DMS) , Milwaukee Enrollment Services (MilES) is recruiting for an Associate Bureau Director in Milwaukee, WI. This is a rare executive leadership opportunity for someone to have a significant impact on an organization that positively impacts the lives of over a million Wisconsin residents and makes a difference to improve lives every day.
NOTE: This is a hybrid position that offers the option to work remotely up to two (2) days per week. This position is required to work onsite at the 6055 N. 64 th St., Milwaukee office three (3) days per week. This schedule may vary based on training and operational need.
As an employee of the State of Wisconsin, you'll have access to an amazing benefits package , including:

• 3.5 weeks of vacation, 9 paid holidays and ample sick time ; limitations may apply for leave time usage in the first six months.
• Top rated health plan options starting at $47/month for single plans and $117/month for family plans, after 2 months of state service.
• Exceptional pension plan with a 7.2% employer match in 2026 with lifetime retirement payment. Plus, a tax advantaged supplemental retirement savings plan which allows you to save money directly from your paycheck for retirement. Use this Total Rewards Calculator to see the total value of our competitive benefits package!
• Several flex spending accounts: medical, dependent care, commuter, parking and High-Deductible Health Savings.
• Well Wisconsin Wellness Program.
• A free and confidential employee assistance program that offers employees and their immediate family dependents a variety of tools, resources, and professional consultation services to support their health, goals, and overall well-being.
• Public Service Loan Forgiveness Program employer.

Position Summary
As the Associate Bureau Director, you will provide executive leadership to a large, dynamic organization. MilES employs 450 staff and provides FoodShare and Badger Care Plus/Medicaid and childcare eligibility services for Milwaukee County residents. Over 60,000 phone calls, 20,000 walk-ins, and approximately 3,000 online applications are handled monthly across two walk-in locations. Extensive strategic planning skills and executive leadership expertise is required for this position.
This position is also responsible for directing, coordinating, planning, monitoring and evaluating the operational activities of all MilES staff including the functions required to meet all quality, operational and programmatic priorities, goals and objectives. These functions are required to ensure compliance with all federal and state healthcare and FoodShare policies. In this role you will also be providing expertise and coordination of policy development and implementation, project management, and other services required for the effective and efficient management of the Bureau. The MilES Associate Director is responsible for fostering positive community relationships within the greater Milwaukee area and working with community partners.
Salary Information
The starting salary is between $120,100 and $127,000 annually (between $57.77 and $61.08 hourly) depending on qualifications, plus excellent benefits. A 24-month career executive trial period is required.
Pay for current or former state employees will be set based on the rules that apply to compensation for the applicable transaction. This position is classified as a Health Services Manager and is in pay schedule and range 81/01.
Job Details
All applicants who may be appointed to this position will be required to allow DHS to conduct a background check to determine whether the circumstances of any conviction may be related to the job being filled.
For positions that allow remote working flexibility, working outside of Wisconsin or in bordering cities will not be allowed except in extremely limited circumstances due to the need to report to an office location in Wisconsin on short notice.
Employees must have access to secure high-speed internet for remote work option. Mileage reimbursement to the employee's headquarter location is not provided.
DHS does not sponsor work visas for this position, thus, in compliance with federal law, selected candidates will be required to verify eligibility to work in the United States by completing the required I-9 form upon hire. DHS is not an E-Verify employer nor a STEM-OPT eligible employer.
Qualifications
Minimally qualified applicants must have all of the following:

• Experience managing supervisors, conducting activities such as providing direction, leadership, staff development, feedback, mentoring/coaching, and conflict resolution.
• Experience managing the day-to-day operations of a call center or caseload management environment as a supervisor or manager. Tasks may include monitoring and distributing workload, ensuring quality standards and deadlines are met, etc.
• Experience implementing strategic planning initiatives, including tasks such as developing quality improvement strategies and ensuring alignment of work plan to work product.

Well-qualified applicants will have one or more of the following:

• Experience with policy development and analysis, including tasks such as planning, administering, or evaluating operational polices for program implementation.
• Experience with providing input on organizational budgets, allocating organizational resources, or implementing data driven decision making.
• Experience managing a call center of at least 50 staff.

Your resume and letter of qualifications are limited to two (2) pages. For a guide on developing your resume and letter of qualifications and what should be included in these materials, click here .
How To Apply
Applying is easy! Click "Apply for Job" to start your application process. Sign into your account or create an account before applying for the job. Follow the steps outlined in the application process to submit your application.
Helpful Information:

• Once your application is submitted, no changes are allowed. Click "Save" to allow changes to your application as needed before submitting by the deadline.
• You may want to save a copy of the job posting for referencing after the deadline.
• Submitted materials will be evaluated by a panel of job experts according to the qualifications above.
• Please monitor your email for communications related to this position.
• Current or former permanent, classified, state employees must complete the online application process to be considered.
• If viewing through an external site, please apply directly at Wisc.Jobs .
• For technical assistance and general information, please see Frequently Asked Questions . For questions about the position, to request a copy of the full position description, or for other employment inquiries, please contact MilES Human Resources at DHSBHRMILES@dhs.wisconsin.gov .

DHS is an Equal Opportunity and Affirmative Action employer. Veterans are encouraged to apply. For complete information on Veterans' hiring programs with the WI Department of Veteran's Affairs, click here .
Deadline to Apply
The deadline to apply is July 23, 2026 at 11:59 pm.
Applicants are strongly encouraged to allow ample time to finalize their applications keeping in mind that technical assistance is only available Monday through Friday 7:45 am - 4:30 pm. Late or incomplete applications will not be accepted.