Homeless Services Supervisor

Homeless Services Supervisor

Salary

$75,296.00 - $90,168.00 Annually

Location

Charlottesville, VA

Job Type

Regular Full-Time

Job Number

260700012

Department

Human Services

Opening Date

08/10/2026

Closing Date

8/24/2026 5:00 PM Eastern

Bargaining Unit

N/A

• Description
• Benefits
• Questions

General Summary

The 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.

Essential Responsibilities and Duties

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 community agencies with planning, preparation, facilitation, and monitoring, of cleanup activities.
• Coordinates and participates in prevention activities by working with various city staff, peer agencies, and/or community groups on addressing issues, concerns, and complaints.
• Participates, coordinates, and/or facilities meetings with community groups, peer agencies, and/or city staff to receive feedback/concerns, determine available or needed resources, and obtain a basic understanding of housing activities as it relates to the unhoused.
• Builds, fosters, and strengthens relationships with partner agencies to identify opportunities that support housing stability, identify gaps/barriers, and assist with short- and long-term goals.
• Maintains a list of resources available in the Charlottesville community that offer services to individuals experiencing, or at-risk of experiencing, homelessness.
• Assists in an ongoing effort to ensure unhoused, or those at risk of being unhoused, receive information on community agencies that support housing assistance and other related services.
• Assists with educating the unhoused population on applicable laws and City ordinances and policies.
• Maintains case management records in accordance with policies, practices, and guidelines; and completes accurate and timely data entry into applicable departmental systems.
• Presents, prepares, and discusses reports/findings to department management, city management, and/or various committees.
• Participates in the planning and development of departmental programs, policies and procedures and recommends or initiates revisions as needed.
• Provides trauma-supportive and appropriately responsive service.
• May guide, escort, and/or transport clients to/from service resources.
• Required to respond upon activation from the City Manager of the Continuity of Operations Plan and/or Emergency Operations Plan. Must have the ability to be contacted and respond in case of emergency, as needed to provide necessary services to the public.
• Responsible for appropriate use and maintenance of City equipment, tools and other resources, including work time.
• Regular and reliable attendance.

Other Duties

• May assist in applicable grants or funding sources.
• Performs additional duties to support operational requirements as apparent or assigned.

Education, Experience and Skills

Education and Experience: Candidates may qualify by demonstrating the required knowledge and skills outlined for the job through experience(s) other than formal education.

• Bachelor's degree in a human services field such as social work, psychology, sociology, or related field AND 4 years of work experience related to case management, self-sufficiency programs, homelessness services, housing programs, behavioral health, or other related area, of which 1 year was in a lead, senior, or supervisory capacity.

OR

• Associate degree in Human Services field such as Social Work, Sociology, Psychology, Counseling, or related field AND 6 years of work experience related to case management, self-sufficiency programs, homelessness services, housing programs, behavioral health, or other related area, of which 1 year was in a lead, senior, or supervisory capacity.

OR

• High School Diploma or GED AND 8 years of work experience related to case management, self-sufficiency programs, homelessness services, housing programs, behavioral health, or other related area, of which 1 year was in a lead, senior, or supervisory capacity.

OR

• An equivalent combination of education and experience may be considered in lieu of the specific requirements listed above.

Certifications/Licenses/Other Requirements:

• Must obtain and maintain a valid Virginia driver's license and acceptable driving record according to City's criteria.
• Required to successfully pass a pre-employment background check and pre-employment drug screen.

Knowledge, Skills, Abilities and Other Characteristics:

Job Knowledge

• Advanced knowledge of Federal, State, and local laws, policies, procedures, and ordinances, particularly those relating to or affecting self-sufficiency, housing, and the unhoused.
• Advanced knowledge of the principles, practices, and techniques of social work, counseling, and case management.
• Advanced knowledge of human behavior, crisis intervention, and current social, economic, and related issues related to housing stability.
• Extensive knowledge of available resources, services, support, and public assistance programs available.
• Knowledge of public outreach concepts or techniques.
• Knowledge of effective personnel management.

Reading

• Advanced: Ability to read, investigate, research, analyze, and understand complex written materials such as regulations, policies, professional journals, case work, financial reports and/or legal documents.

Writing

• Intermediate: Ability to organize data, maintain accurate records, and write clear and concise reports, business letters, explanations, and summaries with proper format, punctuation, spelling, and grammar, using all parts of speech. Ability to tailor writing to specific audiences to explain information.

Math

• Intermediate: Ability to work with and understand number systems, simple formulas, practical application of fractions, percentages, ratios, and measurements; and prepare statistical reports.

Communication Skills

• Intermediate: Establishes and maintains effective working relationships with clients, families, city staff, service providers, other agencies, and the public. Provides and receives standard to more complex information to various audiences. May include interactions that involve stressful, negative situations requiring significant tact and the ability to diffuse aggressive behavior and reach consensus. Requires recognizing different points of view to ensure understanding and appropriate response. Elements of persuasion may be necessary to gain cooperation and understanding.

Independence and Decision-Making

• Requires Limited Direction: normally completes work according to their own judgment, requesting supervisory assistance occasionally. Case management is completed with little oversight and may be reviewed periodically or upon completion. Performance reviewed periodically.

Technical Skills

• Skilled: comprehensive knowledge of techniques for interviewing, counseling and investigating. Uses analytical judgment to develop comprehensive courses of action for clients. Applies understanding of behavior and social, economic and behavioral health problems. Skill in the use of Microsoft Office applications and department systems/software.

Fiscal Responsibilities

• Monitor program budget and disbursement of funding. Authorizes funding usage for related support activities, or emergency support needs.

Supervisory Responsibilities

• Supervises, monitors and directs work performance of subordinate staff. Makes decisions, or input carries substantial weight on hiring, discipline, work objectives/goals, performance evaluation and work assignments.

Other Characteristics

• Effective time management and organizational skills; sometimes under strict time constraints.
• Sound independent judgment in fast-paced and potentially stressful situations.
• Tact, diplomacy, and resourcefulness in meeting problems and in situations.
• Independently prioritizes, balances, and assesses multiple complex tasks and service demands simultaneously.
• Constant interruptions and requests for service.
• Work closely with others as part of a team.
• Maintain accurate records and files.
• Works effectively with sensitive and confidential issues and information.
• May require dealing with angry, frustrated and/or upset individuals.
• May require additional hours outside of normal schedule.
• May be required to be on-call and respond within certain timeframes.

Physical Conditions & Additional Information

Physical Demands:

• Light Work: Exerting up to 25 pounds of force occasionally, and/or up to 10 pounds of force frequently, and/or a negligible amount of force constantly to lift, carry, push, pull or otherwise move objects.
• Ability to move about various uneven terrains, balance, stoop, kneel, crouch, lift objects, reach and stretch with hands and arms with full range of motion.
• Ability to smell hazardous materials, and contraband (e.g., alcohol on the breath).
• Must be able to communicate information and ideas so others will understand. Must be able to exchange accurate information in these situations.
• Must constantly operate a computer and other office productivity machinery, such as a calculator, copy machine and computer printer. Must constantly move about inside the office to access file cabinets, office machinery, etc.
• Ability to observe details at close range (within a few feet of the observer).

Machines, Tools, Equipment, Software and Hardware:

• Typically requires use of standard office equipment and telephone, and related software and hardware; and any other equipment as appropriate or as assigned.

Work Environment:

• Work is performed in a combination of office and outdoor environments, including visits to unhoused populations, public spaces, and/or other agency facilities.
• Office work may involve extended periods of computer use and exposure to typical conditions such as monitor glare and dust.
• Field work involves exposure to outdoor conditions, which may include extreme temperatures, various weather conditions, fumes, allergens/pollen, airborne particles, bloodborne pathogens, toxic or caustic substances, vibration, animals/wildlife, and in/around traffic or roadways.
• Work may involve threatening and potentially dangerous settings and disturbing circumstances.
• The noise level is usually moderate.

The City of Charlottesville is an Equal Opportunity Employer and supports workforce diversity at all levels of the organization. The City prohibits discrimination on the basis of race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth and pregnancy-related conditions), gender identity or expression (including transgender status), sexual orientation, marital status, military service and veteran status, physical or mental disability, genetic information, or any other characteristic protected by federal, state or local laws. The City is dedicated to this with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities, access to facilities and programs, and general treatment during employment.

Requests for reasonable accommodation by individuals with disabilities may be requested by contacting Human Resources at (434) 970-3490 or hr@charlottesville.gov.

The City of Charlottesville conducts job related background checks, reference checks, and pre-employment drug tests, in accordance with federal, state, and local law, of applicants who reach the final stages of the employment selection process. The City's policy has not changed because of the decriminalization of marijuana in the Commonwealth of Virginia. Marijuana remains an illegal drug under federal law, and it continues to be a violation of the US Department of Transportation regulations and the City's policy prohibiting employees from testing positive for marijuana.

SUMMARY OF EMPLOYEE BENEFITS

Updated February 9, 2026

Benefits cited represent those for regular 40-hour employees and may differ for Management Level, Part-Time, and/or Library positions. Long-term temporary employees are eligible for all benefits except retirement. Interns, temporary, seasonal, substitute, and relief employees are not eligible for benefits.

1. LEAVE:

Vacation: Need some time off? Use it, you earned it:

Years Worked

0 - <3

3 - <5

5 - <10

10 - <15

15 - <20

20 - <25

25+

Hours Accrued Biweekly

3.09

3.85

4.62

5.4

6.16

6.93

7.7

Sick: Under the weather? Earn 4.62 hours biweekly, approximately 120 hours a year, with no limit on accumulation to be used to care for yourself and qualifying family members.

Holidays: Enjoy 13 paid holidays per year. Including 1 Floating Holiday, which must be taken during the Fiscal Year (July 1 - June 30):

OBSERVED CITY HOLIDAYS

New Years Day

Dr. Martin Luther King Day

Presidents' Day

Liberation & Freedom Day

Memorial Day

Juneteenth Day

Independence Day

Labor Day

Veterans Day

Thanksgiving Day

Friday after Thanksgiving

Christmas Eve

Christmas Day

1 Floating Holiday

Volunteer Leave: Paid leave for participating in an authorized event as a volunteer, subject to Section 9-3, Code of Ethics & Conflicts of Interest. Regular full-time employees receive up to 8 hours and all regular part-time employees are eligible to receive pro-rated leave each available each calendar year.

2. INSURANCE:

Aetna Medical Plans: Coverage is effective on the first of the month following date of hire.

• Choose from two options:

• Select HMO with City-funded HRA ($0 premium for employee-only coverage)

• Choice POS ($13.02 biweekly premium for employee-only coverage)

• Prescription Card: ($10 generic, $30 lower cost name brand,$55 higher cost name brand, 20% up to $150 for specialty drugs)

• Mail Order Maintenance Prescription Drug Program ($20 generic, $60lower cost name brand, $110 higher cost brand) not available for specialty drugs)

Delta Dental Plan:

• Diagnostic and Preventative-100% of allowable charge; Basic Dental Care-80%; Major Dental Care- 50%
• Primary - $50 deductible, 80/20; Prosthetic and Complex Restorative -$50, 50/50
• $1,500 Annual benefit maximum
• $1,000 Orthodontic benefit (children to age 19)

MetLife Vision Plan: (Optional)

• $2.50 premium paid bi-weekly for employee-only coverage. Dependent care coverage also available.
• Eye health exam, dilatation, prescription and refraction of glasses covered after $10 co-pay
• $130 allowance for frames, after co-pay, plus additional discounts where accepted.

Life Insurance: In the event of your death, your beneficiary will receive twice your annual salary. Supplementary policies for you and your dependents are available.

Long-Term Disability: Upon approval for along-term illness or injury, you can receive up to 60% of your earnings after a 90-day wait period.

Voluntary Benefits: Accident, Critical Illness, Hospital Indemnity insurance; Short-Term Disability; Identity Theft Protection

3. RETIREMENT:

Pension:

• Choose from two (2) options:

• A Defined Benefit Pension plan pays a monthly benefit in retirement using a defined formula based on the employee's earnings history, tenure of service, and age. Our plan has a 5-year vesting period and an employee contribution of 5% of salary.

• A Defined Contribution 401a plan in which fixed contributions are paid into an individual's account by the employer, the contributions are invested, returns (positive or negative) are credited to the account, and the account balance is used to provide retirement benefits. The vesting schedule for our 401a plan is 33% after one year of service, 67% after two years of service, and 100% vesting after three years of service. There is no required contribution from salary. (Note: the Defined Contribution retirement plan is the only plan available for Library employees).

Supplement: Deferred Compensation 457 available for you to invest your own money for additional retirement savings.

4. VOLUNTARY:

Wellness:

• Gym Membership Reimbursement Program (up to $34.00 per month)

• Bicycle Commuter Program: Reimbursement up to $20 per month for reasonable bicycle commuting expenses

• Online wellness resources and Lunch-and-Learn Sessions

Employee Assistance Program:

• A variety of confidential, personal professional services for you and your family available 24 hours a day.

Tuition Reimbursement:

• Up to $1,500 for job-related certificates, trade programs, undergraduate coursework or up to $3,000 for graduate level courses per fiscal year for career-related courses.

Flexible Spending Accounts:

• Expense accounts available for healthcare, dependent care and parking/mass transit.

01

Please indicate your highest level of education obtained: (Your response must be verifiable in reference to the Education History section of your online application.)

• Bachelors degree or higher
• Associates degree
• High School Diploma or GED.
• None of the above.

02

If you earned an Associates degree or higher, what was your major or field of study?

• Social Work
• Psychology
• Sociology
• Human Services
• Closely related field
• Unrelated field
• Not applicable (High School Diploma/GED).

03

Please indicate the amount of professional experience you have in case management, self-sufficiency programs, homelessness services, housing programs, behavioral health, or a closely related field: (Your response must be verifiable in reference to the Work History section of your online application.)

• No experience.
• Less than four (4) years of relevant experience.
• Four (4) to less than six (6) years of experience.
• Six (6) to less than eight (8) years of experience.
• Eight (8) years or greater.

04

Please indicate the amount of experience you have serving in a lead, senior, or supervisory capacity: (Your response must be verifiable in reference to the Work History section of your online application.)

• No experience in this capacity.
• Less than one (1) year of experience.
• One (1) to less than three (3) years.
• Three (3) to less than five (5) years.
• Five (5) years or greater.

05

This position requires driving to perform essential job duties and requires a valid drivers license. The candidate selected for this position must meet the driver eligibility requirements of the City and must provide a certified copy of their DMV driving record. Do you possess a valid drivers license and are you willing to provide a certified copy of your DMV driving record, if selected as a finalist, for the City to confirm your driving eligibility?

• Yes; I possess a valid drivers license and am willing to provide a certified copy of my DMV driving record.
• No; However, I am willing and able to obtain a valid drivers license and am willing to provide a certified copy of my DMV driving record.
• No; I do not have a valid drivers license, nor am I willing or able to obtain one, and/or am not willing to provide a certified copy of my DMV driving record.

06

To be considered, qualifying education and experience, including City of Charlottesville employment, must be clearly documented in the education, work history, and additional information sections of the employment application. Resumes can be attached but should not be used as a substitute for the required information on the application. I understand that an attached resume may not be accepted in place of a completed employment application and that my qualifications should be stated on the employment application itself.

• Yes
• No

07

I certify that the information above is true and correct, and I certify that it can be verified with reference to the information in my basic application. I understand that my application may be rejected if the responses to supplemental questions do not match my basic application.

• Yes
• No

Required Question

Employer City of Charlottesville

Address P. O. Box 911

605 East Main Street

Charlottesville, Virginia, 22902

Phone (434) 970-3490

Website http://www.charlottesville.gov/jobs