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Housing Outreach Supervisor

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Housing Outreach Supervisor

Salary

$57,000.00 - $67,000.00 Annually

Location

2440 Thompson Street, FL

Job Type

Full-Time Regular

Job Number

07809FC

Department

Human and Veteran Services

Opening Date

01/16/2026

Closing Date

1/26/2026 11:59 PM Eastern

FLSA

Exempt

+ Description

+ Benefits

+ Questions

Description

Lee County is seeking a compassionate and dependable Housing Outreach Supervisor to lead street outreach services for individuals and families experiencing homelessness.

In this role, you will guide outreach staff, work directly in the community, and help connect people to housing, healthcare, and support services. Your work will play an important role in improving lives, supporting veterans and vulnerable populations, and strengthening Lee County’s homeless response system.

This position is ideal for someone who values meaningful public service, enjoys leadership, and is committed to helping people in crisis.

Duties and Responsibilities

What You Will Do

+ Lead and supervise a team of homeless outreach staff

+ Coordinate street outreach services across Lee County

+ Ensure outreach work follows HUD rules, grant requirements, and county policies

+ Spend regular time in the field supporting staff and engaging with clients

+ Assist individuals living in encampments, on the streets, and in unsafe locations

+ Organize Housing Outreach & Treatment (HOT) events and severe weather outreach

+ Track encampments and help respond to high-need or crisis situations

+ Enter and maintain client records in the Homeless Management Information System (HMIS)

+ Attend and lead weekly By-Name List (BNL) meetings to support housing placement

+ Assign work, conduct evaluations, and address performance concerns

+ Provide staff onboarding, training, and ongoing coaching

+ Lead team meetings, individual supervision, and case reviews

+ Work closely with shelters, housing providers, outreach teams, and community partners

+ Respond to client complaints and appeals

+ Travel throughout the county as needed

+ Perform other related duties as assigned

Education, Experience, Licensing

What We’re Looking For

+ Any combination of education and experience equivalent to a bachelor’s degree in human services or a closely related field (such as social work, psychology, sociology, counseling, public administration, or similar fields)

+ One (1) year of experience in human services or a related area

+ Prior supervisory or lead experience

+ Valid driver’s license with an acceptable driving record

+ Ability to work independently and make sound decisions in the field

+ Strong communication and teamwork skills

Preferred Skills and Qualities

+ Experience working with people experiencing homelessness or housing instability

+ Knowledge of trauma-informed care and harm-reduction practices

+ Familiarity with the Homeless Continuum of Care system

+ Strong computer skills, including Microsoft Word, Excel, and Outlook

+ Compassionate, patient, and respectful approach

Supplemental Information

Work Environment and Schedule

+ Work takes place both indoors and outdoors

+ Regular outdoor work in all types of weather

+ Work Schedule: Monday – Friday, 8:00 AM – 5:00 PM.

+ Occasional weekend work may be required

Why Join Us?

This is a hands-on role where your work makes a real difference. You will help individuals and families move toward safety, stability, and housing while supporting Lee County’s mission to serve its most vulnerable residents. You’ll gain valuable leadership experience and work alongside dedicated professionals committed to public service.

About the Department

The Lee County Department of Human & Veteran Services supports individuals, families, and veterans through housing assistance, outreach, and coordinated care. The outreach team works across the community to connect people with resources and promote long-term stability.

About Lee County:

Lee County is located in beautiful Southwest Florida and is home to over 700,000 residents. We are dedicated to serving our community with high-quality services and a focus on sustainability and innovation. Join us in making Lee County a great place to live, work, and visit. Find out more about Lee County at Lee County Government (https://www.leegov.com/) .

EMERGENCY RESPONSE/RECOVERY ACTIVITIES:

All County employees are required to work before, during, or after an emergency as needed. This may include temporarily being assigned to work and performing duties outside of the normal scope of their position, location and work schedule to fit the needs of the County and its citizens.

DISCLAIMER: The above information on this description has been designed to indicate the general nature and level of work performed by employees within this classification. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities and qualifications required of employees assigned to this classification. All positions are subject to a criminal background check. A conviction in and of itself may not necessarily preclude employment. Some positions may be subject to a pre-employment drug screening. Certain service members and veterans, and the spouses and family members of such service members and veterans, who claim and meet eligibility requirements of veterans preference, receive preference and priority in employment and are encouraged to apply.

Lee County Board of County Commissioners offers a comprehensive, and affordable benefits package. Our Board works in the best interest of employees and strives to provide the most complete, high-quality benefits package available at the lowest possible cost to the employee. Our Board continues to remain steadfast in maintaining one of the lowest levels of employee costs in our area.

Lee County's benefits package is offered to both regular Full-time positions and Part-time positions that are regularly scheduled to work 60 hours or more bi-weekly. Medical benefits may be offered to On-Call, Temporary, Seasonal, and Intern employees who meet the Affordable Care Act eligibility criteria.

Lee County employees eligible to participate in the Florida Retirement System (FRS) are required to contribute 3% of each paycheck to FRS. If you have retired from the Florida Retirement Pension plan you will not be eligible for renewed membership in either of the FRS retirement plan options. Retirees of the Investment Plan are eligible for renewed membership in the Investment Plan only. FRS reemployment rules apply for both.

Below is a brief breakdown of what's included in the benefits package that is offered to our employees.

For a more detailed look into our benefits package, please click visit our webpage at www.leegov.com/hr/Documents/Employee%20Benefits/2024%20Benefits/FULLTIME%20ACTIVE%20LCBOCC%202024%20Plan%20Year%20OE%20Guide%20FINAL%20AON%202023.09.12.pdf.

To view our employee paid premiums, please visit: https://www.leegov.com/hr/Documents/Employee%20Benefits/2024%20Benefits/2024%20Active%20Employee%20Rates.pdf

Health Benefits:

• Medical Insurance

• Plans include, but are not limited to: routine, preventative, mental health, hospitalization, and prescription drug benefits.

• Vision, Fitness, Weight Management, Natural Products and Services, and Hearing discount programs available.

• Dental Insurance

• Vision Insurance

• Flexible Spending Accounts

• Medical Reimbursement Account

• Dependent Care Reimbursement Account

• Pharmacy, including Mail-Order Pharmacy

• Informed Health Lines (Nurse Hotline)

• Basic Life Insurance (1x or 2x Annual Salary at no cost to employee)

• Optional Life Insurance

• Long-Term Disability (60% of pre-disability salary at no cost to employee)

• Short-Term Disability

• Sick Leave Pool

• Flu vaccinations

• Wellness Programs

Financial Benefits:

• Florida Retirement System (FRS)

• Two Retirement Plan Options:

1) FRS Pension Plan (Defined Benefit)

2) FRS Investment Plan (Defined Contribution)

• Deferred Compensation (457) Plans

• Financial Savings/Management Programs

• Eligible for membership with Suncoast Credit Union

• Employee Leave Benefits

• Holiday Pay - 11 Paid Holidays Annually

• Paid Sick Leave

• Paid Vacation Leave

• Bereavement & Civic Duty Leave

• Family and Medical Leave

• Military Family & Medical Leave

• Educational Leave

Employee Assistance Program

Services available to employees that offers guidance, support, resources and information for personal and work-life issues. Confidential and provided at no charge to employees and their dependents.

United Way 2-1-1 (Lee County Employee Resource Program)

Lee County BOCC has partnered with United Way 211 to provide an Employee Resource Program which assists BoCC employees who may be experiencing distress due to economic hardship, health or other factors.

Educational Assistance

Reimbursement for coursework taken at an accredited college or university that is designed to enhance the knowledge, skills and abilities relating to the official duties that the employees perform.

01

Do you possess a valid driver's license with an acceptable driving record?

+ Yes

+ No

02

How many years of experience do you have working in human services or a closely related field? (Please include this experience in the Work History section of your application.)

+ Less than 1 year

+ 1 year

+ 2 years

+ 3–5 years

+ More than 5 years

03

What best describes your supervisory experience? (Please include this experience in the Work History section of your application.)

+ No supervisory experience

+ Informal lead or acting supervisor

+ Formal supervisor of staff

+ Manager of programs or teams

04

Which outreach or service activities have you performed? (Check all that apply) (Please include this experience in the Work History section of your application.)

+ Street or encampment outreach

+ Crisis intervention

+ Case management

+ Coordinated Entry or housing referrals

+ Severe weather or emergency outreach

+ None of the above

05

Which systems or tools have you used? (Check all that apply) (Please include this experience in the Work History section of your application.)

+ Homeless Management Information System (HMIS)

+ Coordinated Entry or By-Name List (BNL)

+ Microsoft Word, Excel, or Outlook

+ Client tracking or case management software

+ None of the above

Required Question

Employer

Lee County Government

Address

Phone

(239) 533-2245

Website

https://www.governmentjobs.com/careers/leecounty

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