Fleet Operations Director
Fort Myers, FL - USA
Job Summary
Fleet Operations Director
LeeSar Cooperative Services of Florida
Location: Southwest Florida
Are you a strategic transportation leader who thrives in fast-paced mission-driven environments
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.
Why This Role Matters
At LeeSar our fleet operations are critical to ensuring life-saving products pharmaceuticals and essential supplies are delivered safely accurately and on time. As Fleet Operations Director you will shape strategy drive performance and lead a team that keeps healthcare moving.
What Youll Lead
Strategic & Operational Leadership
- 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
Safety & Regulatory Excellence
- Ensure full DOT OSHA and transportation compliance
- Lead safety initiatives audits and corrective action plans
- Oversee vehicle inspections maintenance programs and documentation
Financial & Resource Management
- Partner on annual budgeting and cost control initiatives
- Monitor fuel usage and fleet expenses
- Lead vehicle acquisition leasing and lifecycle strategy
Talent Development
- Build and mentor high-performing supervisors and drivers
- Oversee hiring training performance management and accountability
- Foster a culture of professionalism service and continuous improvement
Performance & Quality
- Monitor KPIs including delivery accuracy driver safety and vehicle performance
- Identify operational improvement opportunities
- Partner cross-functionally to enhance service delivery and customer satisfaction
Qualifications
What You Bring
- 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 drivers license
Preferred:
- Bachelors degree in Business Supply Chain or related field
- Experience in healthcare logistics or regulated transportation environments
- Multi-site fleet leadership experience
Why Join LeeSar
- Mission-driven organization supporting healthcare systems
- Executive-level visibility and impact
- Opportunity to modernize and optimize fleet operations
- Collaborative leadership environment
- Competitive compensation and benefits package
Benefits Package
LeeSar and CSF offers a 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 and a 401(k) plan with up to a 5% employer match and immediate vesting plus a Roth option. Additional benefits include dental vision and voluntary plans tuition reimbursement professional development opportunities nine paid holidays and a generous PTO bank.
At LeeSar and CSF our Associates drive the success of our member hospitals and clinical partners. We proudly operate as an Equal Opportunity Employer and maintain a Drug-Free/Tobacco-Free Workplace.
Interested candidates may request the full job description by emailing with the subject line Fleet Operations Director
Required Experience:
Director