Contracts Supervisor

Contracts Supervisor

Salary

$57,000.00 - $70,000.00 Annually

Location

2440 Thompson Street, Fort Myers, FL

Job Type

Full-Time Regular

Job Number

08039FC

Department

Human and Veteran Services

Opening Date

09/04/2026

Closing Date

9/14/2026 11:59 PM Eastern

FLSA

Exempt

• Description
• Benefits
• Questions

Description

Lee County is seeking a proactive and detail-driven Contracts Supervisor to lead a high-performing contracts team for our Human and Veteran Services. This role manages the full lifecycle of contracts funded by federal, state, and local sources; including CDBG, ESG, HOME, Opioid Settlement funds, and other major programs.

The Contracts Supervisor ensures strong programmatic, financial, and regulatory compliance while partnering closely with internal staff, community agencies, and county departments to support effective services across the county.

Duties and Responsibilities

What Youll Do

Leadership & Team Management

• Supervise and develop the contracts team, including recruitment, workload management, coaching, training, evaluations, and progressive discipline.
• Build and refine operational systems, policies, procedures, and workflows to improve staff efficiency.

Contract Administration

• Manage the full contract lifecycle: scope development, legal coordination, negotiation, and execution.
• Maintain contract management procedures, templates, and guidance to support consistent and compliant practices.
• Support procurement processes.

Compliance & Monitoring

• Ensure compliance with all federal, state, and local requirements for CDBG (Community Development Block Grant), HOME (HOME Investment Partnerships Program), ESG (Emergency Solutions Grant), Opioid Settlement, and other funding sources.
• Collaborate with finance staff on budgets, reimbursements, fiscal monitoring, cost allowability, and audit responses.
• Oversee accurate data collection and reporting for HUD and other funding agencies.
• Stay current on regulatory updates, best practices, and funding changes; provide guidance to staff and partners.

Partnerships & Problem Solving

• Cultivate strong relationships with partner agencies and resolve contract-related issues as they arise.

Education, Experience, Licensing

What Were Looking For

• Any combination of education and experience equivalent to:

• A Bachelors degree in social work, public administration, business administration, public policy, or a related field AND

• One (1) year of experience in human services or a related field

• Knowledge of HUD programs, government contracting, and human services funding

• Strong analytical skills with the ability to interpret regulations, review financial documents, and evaluate program performance

• Excellent communication, writing, and interpersonal skills

• Ability to manage multiple deadlines, competing priorities, and complex funding requirements

• Proficiency with contract management systems, spreadsheets, and government reporting tools

• Valid drivers license with a clean driving record

Preferred Qualifications

• One (1) year of supervisory experience

Fingerprint Screening Requirement

This position requires a fingerprint-based background check, as required by law. The screening reviews criminal history and other legally permitted information. Applicants who do not meet the screening requirements will not be eligible for employment. Learn more: https://info.flclearinghouse.com

Ideal Candidate

The ideal candidate is someone who:

• Understands contract structure and interpretation.

• Brings deep knowledge of HUD programs, local government contracting, and human-services funding.

• Excels at analyzing regulations, financial data, and program performance to ensure full compliance.

• Communicates clearly and confidently with staff, partners, and community agencies.

• Thrives in a fast-paced environment with multiple deadlines and complex funding requirements.

• Demonstrates strong leadership skills and a collaborative, solutions-focused approach.

• Is highly organized and proficient with contract management and reporting systems.

Supplemental Information

Work Schedule: Monday - Friday, 8:00 AM - 5:00 PM

Why Join Us?

Join a mission-driven team that strengthens communities across Lee County through impactful, well-managed public programs. In this leadership role, you'll shape efficient contracting systems, collaborate with committed partners, and influence services that make a real difference. If you're excited to lead, innovate, and drive meaningful change, this is your opportunity.

About the Department

The Lee County Department of Human & Veterans Services (HVS) supports individuals and families in our community by providing programs that promote housing stability, economic security, and overall well-being. HVS connects residents with services such as homelessness support, housing assistance, veteran services, prevention programs, and community resources that strengthen self-sufficiency.

The department is committed to treating everyone with dignity, compassion, and respect. By working closely with local partners, service providers, and community organizations, HVS helps ensure that people in Lee County have access to safe housing, supportive services, and opportunities to thrive.

About Lee County

Lee County is located in beautiful Southwest Florida and is home to over 800,000 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.

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 Countys 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 whats 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 drivers license with an acceptable driving record?

• Yes
• No

02

How familiar are you with HUD-funded programs such as CDBG and HOME?

• No experience
• Basic experience
• Moderate experience in at least one program
• Extensive experience with multiple HUD programs

03

How comfortable are you managing the full contract lifecycle (drafting, negotiation, compliance, and monitoring)?

• Not comfortable
• Somewhat comfortable
• Comfortable with oversight
• Very comfortable and experienced leading the entire process

Required Question

Employer Lee County Government

Address P.O. Box 398

ATT: Human Resources

Fort Myers, Florida, 33902

Phone (239) 533-2245

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