Director of Community Housing Programs: Homelinc

Guest House of Milwaukee•Milwaukee, WI

About The Position

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

Requirements

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
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
Proficient in Microsoft Office and data management systems
Valid Wisconsin driver’s license, insurance, and reliable transportation in accordance with agency requirements

Nice To Haves

Crisis Prevention and Intervention training preferred

Responsibilities

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
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
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
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
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
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