Fleet Operations Director
About The Position
LeeSar is seeking a dynamic Fleet Operations Director to lead and optimize our fleet and dispatch operations supporting hospitals, medical offices, pharmacy services, EMS, culinary, and distribution operations across Southwest Florida. This is a high-impact leadership role where operational excellence directly supports patient care. As Fleet Operations Director, you will shape strategy, drive performance, and lead a team that keeps healthcare moving. At LeeSar, our fleet operations are critical to ensuring life-saving products, pharmaceuticals, and essential supplies are delivered safely, accurately, and on time.
Requirements
- Minimum 5+ years of logistics, transportation, or fleet operations experience
- 5+ years of progressive leadership experience
- Strong knowledge of DOT, OSHA, and transportation regulations
- Experience with fleet telematics and dispatch systems
- Demonstrated financial oversight and budgeting experience
- Data-driven decision-making and KPI analysis skills
- Valid, clean driver’s license
Nice To Haves
- Bachelor’s degree in Business, Supply Chain, or related field
- Experience in healthcare logistics or regulated transportation environments
- Multi-site fleet leadership experience
Responsibilities
- Direct all fleet and courier operations across multiple service lines
- Optimize routing, staffing, scheduling, and vehicle utilization
- Leverage telematics and dispatch systems to drive performance
- Oversee emergency/stat delivery coordination
- Ensure full DOT, OSHA, and transportation compliance
- Lead safety initiatives, audits, and corrective action plans
- Oversee vehicle inspections, maintenance programs, and documentation
- Partner on annual budgeting and cost control initiatives
- Monitor fuel usage and fleet expenses
- Lead vehicle acquisition, leasing, and lifecycle strategy
- Build and mentor high-performing supervisors and drivers
- Oversee hiring, training, performance management, and accountability
- Foster a culture of professionalism, service, and continuous improvement
- Monitor KPIs including delivery accuracy, driver safety, and vehicle performance
- Identify operational improvement opportunities
- Partner cross-functionally to enhance service delivery and customer satisfaction
Benefits
- comprehensive benefits package that includes an on-site health clinic
- annual bonus program
- an HDHP plan at zero cost for associate-only coverage
- employer contributions to HSA and cost-sharing at all coverage levels
- employer-paid disability and group life insurance
- a 401(k) plan with up to a 5% employer match and immediate vesting, plus a Roth option
- dental, vision, and voluntary plans
- tuition reimbursement
- professional development opportunities
- nine paid holidays
- a generous PTO bank
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What This Job Offers
Job Type
Full-time
Career Level
Director
