Contracts Supervisor

Lee County; Fort Myers (FL); On-site; USD 70,000 - 105,000; Full time

Job summary

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

The ideal candidate will ensure programmatic, financial, and regulatory compliance, supervise staff, align with county departments, and maintain strong vendor and partner relationships through rigorous contract

Qualifications

• Bachelor’s degree plus related field requirement; education and experience mix acceptable.
• One year of experience in human services or related field.
• Knowledge of HUD programs, government contracting, and funding streams.
• Ability to interpret regulations and analyze financial documents.
• Strong communication, writing, and interpersonal skills.
• Ability to manage multiple deadlines and complex funding requirements.
• Proficiency with contract management systems and reporting tools.

Responsibilities

• Lead the contracts team, including recruitment, workload management, coaching, training, evaluations, and progressive discipline.
• Manage the full contract lifecycle: scope development, legal coordination, negotiation, and execution.
• Maintain contract procedures, templates, and guidance for compliant practices; support procurement.
• Ensure compliance with federal, state, and local requirements for HUD programs and funding.
• Collaborate with finance on budgets, reimbursements, fiscal monitoring, cost allowability, and audits.
• Oversee data collection and reporting for HUD and other funding agencies.
• Build relationships with partner agencies and resolve contract-related issues.

Skills

Strong analytical skills

Excellent communication

Contract management

Regulatory interpretation

Valid driver’s license

Education

Bachelor’s degree in social work, public administration, business administration, public policy, or related field

Tools

Spreadsheets

Government reporting tools

Job 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 You’ll 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 We’re Looking For

• Any combination of education and experience equivalent to:
• A Bachelor's 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 driver's 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: This job 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. The employee will be required to follow any other instructions and to perform any other job-related duties requested by his or her supervisor. The job description supersedes prior job descriptions. When duties and responsibilities change and develop the job description will be reviewed and subject to changes of business necessity. 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.