Assistant Director, Benefits and Wellness

The School District of Lee County; Fort Myers (FL); On-site; USD 90,000 - 97,000; Full time

Job summary

The School District of Lee County in Fort Myers, Florida seeks an Assistant Director, Benefits and Wellness to lead benefit programs, manage the district’s self-insured health plan, and guide retirement and leave management. This is a full-time, on-site leadership role.

You will supervise a team, partner with vendors, ensure HIPAA/FERPA compliance, and drive data-driven improvements to programs. Fort Myers-based district offers growth opportunities.

Qualifications

• Bachelor’s degree in business administration, risk management, or related field.

Responsibilities

• Administer, direct, and review employee benefit programs to ensure fiscal stability.

Skills

Leadership

Strategic thinking

Public communication

Analytical

Budgeting

Project management

Data-driven decisions

Flexibility

Team motivation

Education

Bachelor’s degree in business administration, risk management, or related field

Master’s degree in business administration, risk management, or related field

SHRM-CP or SHRM-SCP certification

Certified Benefits Professional certification

Job description

Assistant Director, Benefits and Wellness

The School District of Lee County Lee County Public Schools - Fort Myers, Florida Open in Google Maps

Job Details

Job ID: 5954184
Application Deadline: Posted until filled
Posted: Yesterday

Starting Date: To Be Determined

Position Type: Full-time
Job Categories:

Administration > Director/Coordinator/Manager

Job Description

Qualifications

MINIMUM QUALIFICATIONS:

• Bachelor’s degree in business administration, risk management, or related field.
• Six years of experience in employee benefits, workers’ compensation, or property/casualty insurance.
• Valid Florida driver’s license.

PREFERRED QUALIFICATIONS:

• Master’s degree in business administration, risk management, or related field.
• SHRM-CP or SHRM-SCP certification.
• Certified Benefits Professional certification.

Relevant work experience or education may be substituted to satisfy minimum qualifications.

KNOWLEDGE, SKILLS, AND ABILITIES:

• Clear and concise verbal, written, and public communication skills; leadership and strategic thinking skills; analytical, organizational, and management skills.
• Knowledge of and ability to interpret and apply federal, state, and local statutes, laws, regulations, rules, policies, procedures, and current research-based best practices governing the functional area of assignment.
• Knowledge of HIPAA, Public Records, Sunshine Law, FERPA, and other laws/regulations related to student and employee privacy, public information, and records retention.
• Knowledge of advanced principles and techniques of project management, planning, training, budgeting, and supervision.
• Ability to analyze data and use data-driven decision making to implement effective programs.
• Ability to maintain a professional demeanor during stressful and highly visible situations.
• Ability to motivate, lead, and challenge a diverse team and establish objectives and action plans to achieve District goals.

Adopted: 04/08/2025

Responsibilities

ESSENTIAL JOB FUNCTIONS:

• Administer, direct, and review employee benefit programs, including the District’s self-insured health plan to ensure fiscal stability.
• Plan and direct selection, implementation, and administration of voluntary employee benefits.
• Design, evaluate, and modify benefit policies to ensure that programs are current, competitive, and in compliance with legal requirements.
• Manage the design and development of tools to assist employees in benefits selection.
• Fulfill reporting requirements of relevant government rules and regulations.
• Direct preparation and distribution of written and verbal information to inform employees of benefits and workers compensation policies.
• Chair and coordinate all activities of the District’s Insurance Task Force.
• Plan, direct, supervise, and coordinate work activities of subordinates and staff
• Oversees the administration of retirement, Americans with Disability (ADA), and leave of absence management.
• Serves as the primary contact for vendors.

Adopted: 04/08/2025

Additional Job Information

U18, $91,759.20, 255 days.

Compensation may increase based upon relevant education and experience.

Contact Information

• Human Resources
• 2855 Colonial Blvd
• Fort Myers, Florida 33966
• Phone: [phone]
• Email: [e-mail]