Homeless Services Supervisor

Homeless Services Supervisor

performs responsible supervisory, administrative, and field-based human services work supporting individuals experiencing, or at risk of experiencing, homelessness. Supervises and coordinates the delivery of case management, service navigation, and housing stabilization services while providing guidance and field support to staff engaged in community-based outreach and client engagement. Reports to the Director or Deputy Director.

The preferred hiring range for this position is between $75,296.00 - $90,168.00 annually.

Starting offer is based on applicable education, experience, and internal equity. This full‑time, exempt position offers a comprehensive benefits package, including 13 paid holidays plus one floating holiday, vacation and sick leave, health insurance with employer contribution, employer‑paid life insurance, gym membership reimbursement, tuition assistance, and professional development opportunities. This position is also eligible for the following retirement benefits:

• Choice of retirement plan:
  • Defined Benefit Pension Plan: Provides a monthly benefit upon retirement, calculated using a defined formula based on earnings history, years of service, and age. The plan includes a 5‑year vesting period and requires an employee contribution of 5% of salary.
  • Defined Contribution 401a Plan: Employer makes fixed contributions to an individual account, which are invested, and returns are credited to the account. The account balance is used to provide retirement benefits. Vesting occurs at 33% after one year, 67% after two years, and 100% after three years of service. No salary contribution is required.
• Voluntary 457 Deferred Compensation Plan
• Eligibility to purchase prior service credit under the Defined Benefit Plan

The City of Charlottesville manages its own retirement system and does not participate in VRS; however, a Portability Agreement is available for eligible employees.
For additional details, please refer to the “Benefits” tab within this posting or visit the City’s Employee Benefits webpage
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To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. Reasonable accommodations will be considered to enable individuals with disabilities to perform the essential functions. The essential functions of the job are not limited to those listed in the job description. The City retains the discretion to add to or change the duties of the position at any time.

• Directs, plans, and schedules the daily activities of staff serving clients of individuals and households experiencing, or at‑risk of experiencing, homelessness.
• Supervises, coaches, trains, motivates, assigns, and monitors work activities of employees within assigned unit. Sets work objectives and goals, hires, evaluates performance and administers disciplinary action in accordance with established personnel policy and procedures.
• Locates and participates in direct engagement with unhoused individuals who are residing in locations not designed for permanent sleeping by visiting encampments, shelters, and/or other outdoor locations to provide assistance, connect to services, and ascertain needs.
• Provides housing‑related case management, including assessing client needs, developing individualized service and transition plans, and in securing and maintaining housing stability and other supportive services. Oversees the work of subordinate staff by providing guidance, consultation, and expertise on case management practices and complex issues.
• Provides mediation and advocacy on behalf of clients to develop a workable plan to obtain or maintain housing, including but not limited to working with landlords/property managers and others.
• Assists individuals with overcoming barriers to self‑sufficiency such as obtaining necessary documentation, rental assistance, personal items storage, etc., during the transition from homelessness or temporary shelter into permanent housing.
• Assists in the response plan for unhoused encampments; monitors encampment activities and notifies management and/or community agencies of any health, safety, or urgent issues.
• Assists internal and external…