Director of Community Housing Programs: Homelinc

Guest House of Milwaukee, one of the largest and most programmatically diverse housing organizations in Wisconsin

Guest House of Milwaukee has served the Milwaukee community since 1982. What began as a short-term emergency shelter has grown into a comprehensive continuum of onsite and community-based programs addressing the evolving needs of individuals experiencing homelessness and housing instability.

For more than 40 years, Guest House has advanced responsive, client-centered solutions by meeting individuals where they are. With a dedicated staff, strong partnerships, and committed supporters, Guest House is positioned to drive meaningful and lasting change in the communities we serve.

We are guided by our vision of a Greater Milwaukee community that prioritizes care and addresses the root causes of homelessness.

About the Role

The Director of Community Housing Programs leads the planning, implementation, and performance of Guest House’s Homelinc permanent supportive housing program. This role is responsible for ensuring program effectiveness, compliance, and strong client outcomes while providing leadership and supervision to the case management team.

The Director works collaboratively across departments and with external partners to maintain high-quality services, support housing stability, and advance the organization’s mission.

We care about the well-being of our staff by providing:

• 11 paid holidays + your birthday paid!


• 3 weeks of vacation with 4 weeks of vacation after 1 year


• Paid mental health days


• Paid sick time


• FREE disability insurance


• FREE life insurance


• Health, Dental & Vision Insurance


• We are an eligible employer for public student loan forgiveness


• Growth & Development opportunities!

Key Responsibilities

Program Leadership & Operations

• Oversee day-to-day operations of the Homelinc permanent supportive housing programs


• Ensure programs operate in alignment with organizational standards, regulatory requirements, and best practices


• Develop and maintain program policies, procedures, and documentation


• Coordinate with internal departments and external partners to ensure smooth program operations, including landlord and housing coordination

Staff Supervision & Development

• Supervise, coach, and support case management staff


• Set clear expectations and monitor performance


• Provide ongoing feedback, conduct performance evaluations, and support staff development


• Assist staff in addressing complex client situations, including housing stability challenges and tenancy issues

Compliance, Data & Reporting

• Ensure compliance with HUD and other funding requirements


• Oversee data entry, reporting, and documentation accuracy across systems


• Monitor program performance and outcomes, including completion of required reports


• Conduct regular file audits and support continuous improvement efforts

Financial & Resource Management

• Monitor program budgets and expenses in coordination with organizational leadership


• Ensure appropriate use of program resources, including supportive items for clients (e.g., transportation assistance, household items)


• Oversee purchasing, vendor relationships, and resource distribution processes

Partnerships & Community Engagement

• Maintain positive relationships with landlords, vendors, and community partners


• Support coordination of donations and community resources


• Participate in organizational events and represent Guest House in the community as needed

Continuous Improvement & Evaluation

• Support program evaluation efforts, including client feedback and outcome tracking


• Identify opportunities to improve service delivery, efficiency, and client outcomes


• Collaborate with leadership to strengthen program impact and alignment with organizational goals

Qualifications

Required Knowledge & Skills

• Proven record of managing successful supportive housing programs


• Strong knowledge of community housing resources and supportive services


• Working knowledge of HUD and supportive housing regulations


• Ability to develop and measure key metrics and outcomes related to housing programs


• Ability to communicate clearly and professionally, both verbally and in writing


• Strong organizational, problem-solving, and project management skills


• Experience supervising staff and managing team performance


• Understanding of issues related to homelessness, mental health, and housing stability


• Ability to build and maintain relationships with landlords, partners, and stakeholders

Education & Experience

• Bachelor’s degree in Social Work, Human Services, or a related field required (relevant experience may substitute) 


• Experience working with individuals experiencing homelessness and/or mental health challenges


• Demonstrated leadership and staff management experience


• Crisis Prevention and Intervention training preferred


• Proficient in Microsoft Office and data management systems

Additional Requirements

Valid Wisconsin driver’s license, insurance, and reliable transportation in accordance with agency requirements

Additional Information

This position description indicates the general nature and level of work expected of the employee.  It is not designed to cover or contain a comprehensive listing of duties or responsibilities required of the employee. The employee may occasionally lift, push or pull up to 50 pounds. The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Please note that review of applications for this position will start in early July.