Contracts Supervisor
Fort Myers, Lee County, Florida, 33901, USA
Listed on 2026-09-11
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Management
Regulatory Compliance Specialist
Contracts Supervisor
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.
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.
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:
Ideal Candidate
- 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.
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.
About Lee County
Lee County is located in beautiful Southwest Florida and is home to over 800,000…
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