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Director of Housing Services

Job in City of Pewaukee, Waukesha County, Wisconsin, USA
Listing for: Hebron Housing Services
Full Time position
Listed on 2026-10-16
Job specializations:
  • Social Work
  • Management
    Project & Program Management
Salary/Wage Range or Industry Benchmark: 90000 - 120000 USD Yearly USD 90000.00 120000.00 YEAR
Job Description & How to Apply Below
Location: City of Pewaukee

The Director of Housing Services oversees the Supportive and Permanent Housing Projects. This role oversees supportive housing case managers and manages leased and owned low-income housing properties. The role ensures compliance with all regulatory statutes and funding guidelines and will align departmental goals and outcomes with broader agency and community objectives.

Responsibilities:
Housing Program Management
  • Oversee HUD COC Housing Programs including Permanent Supportive Housing, Rapid Rehousing, Youth Housing Programs, and Tenant-Based Rental Assistance.
  • Supervision of Housing Case Managers to include:
    Regular meetings with Housing Case Managers to discuss program updates, set expectations, and provide client support;
    Weekly meetings with the Housing Team to discuss program updates and facilitate team communication; and Ongoing review of program implementation to ensure it is safe, effective, trauma-informed, and client-centered.
  • Review Client File Documentation, including income calculations, assess rent reasonableness, determine utility allowances, and conduct annual program recertifications to support case management staff.
  • Monitor closed client files for completeness, organization, and compliance with funding guidelines.
  • Review and maintain accurate records on the Wisconsin Clarity database for all housing programs.
  • Work with the housing team to identify program openings and facilitate program enrollments through Coordinated Entry.
  • Understand program outcomes and seek support for positive system performance measures.
  • Receive and process client grievances and program incident reports.
  • Assist with new program development and implementation.
Property Management
  • Supervise Property Manager responsible for
  • Timely tenant processes (lease-ups, move-outs, evictions, waiting lists), supervise case managers, and coordinate upgrades for vacant units. Conduct housing inspections, including Habitability Standards, HQS, and NSPIRE.
  • Property Maintenance:
    Manage all maintenance requests and contractor coordination, arrange seasonal services, conduct monthly property walk-throughs, oversee renovation projects, and coordinate van maintenance schedules.
Administrative
  • Complete and submit monthly, quarterly, and annual reports.
  • Work with Finance to monitor program budgets, grant spending, and program
  • Ensure program compliance with regulations and guidelines for recordkeeping, spending, and service provision.
  • Process monthly billing information for Finance.
  • Assist with Federal, State, and private grant applications.
Meetings and Community Collaboration
  • Collaborate with the Hebron leadership team and CEO.
  • Attend Hebron staff meetings.
  • Attend community meetings, conferences, and
  • Participate in Hebron special events.
  • Participate in regular ongoing training.
Skills/

Qualifications:

Preferred Qualifications
  • Bachelor's degree in social work, Organization and Leadership, or Human Services is required. Master’s Degree Preferred.
  • Three years of homeless services experience.
  • Two years of supervisory or management experience.
  • Two years of experience working with CoC and other federal housing programs.
Minimum Qualifications
  • Minimum 4-year degree in Human Services, or another related field, or a combination of education and relevant work experience.
  • Strong organizational skills and attention to detail.
  • Demonstrates a strong ability to perform tasks with minimal supervision or oversight.
  • Ability to maintain a quality workplace in a diverse, fast-paced, stressful, and changing environment.
  • Ability to assess emergency situations and respond effectively.
  • Follow through with commitments and meet deadlines.
Language

Skills:

Ability to read, write and comprehend English. Being bilingual would be helpful.

Certificates, Licenses, Registration:

Requires…

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