Fleet Supervisor

Build the Future with Us — EquipmentShare is Hiring a Rental Vehicle Fleet Supervisor

At EquipmentShare, we’re not just filling a role — we’re assembling the best team on the planet to build something that’s never been built before . We’re on a mission to transform an industry that’s been stuck in the past by empowering contractors and communities through innovative technology, real-time support, and a team that truly cares.

We’re hiring a Fleet Supervisor at our facility in Orlando, FL , and we’re looking for someone who’s ready to grow with us, bring energy and drive to their work, and help us build the future of construction. As a Rental Fleet Supervisor, you will be responsible for ensuring that our vehicles and equipment are well-maintained, available for rental, and meet quality standards. The ideal candidate will have a strong background in fleet management, exceptional organizational skills, and a commitment to delivering excellent customer service.

Schedule and Pay: Monday to Friday, 7:00 AM to 5:00 PM (On call during the weekend only in special circumstances), with a 48,000-57,200 salary range.

Primary Responsibilities

Coordinate with rental agents to ensure timely and accurate rental transactions.

Oversee the daily operations of the rental fleet, including vehicle deployment, maintenance, and servicing.

Ensure that all vehicles meet safety and compliance standards.

Schedule and supervise routine maintenance, inspections, and repairs of rental vehicles and equipment.

Conduct regular physical inventory checks, coordinate receipt of new cars,

Maintain accurate records of the rental fleet inventory, including vehicle status, mileage, and maintenance history.

Ensure that all impounds & recoveries happen in a timely & professional manner

Ensure a positive customer experience through well-maintained and reliable rental units.

Collaborate with rental agents to address customer inquiries, concerns, and requests promptly.

Conduct regular inspections to identify and address any issues promptly.

Implement and enforce quality control measures for the rental fleet.

Provide training and support to ensure a high level of team performance, stepping in as needed to achieve team goals.

Supervise a team of fleet operators - scheduling, dispatching, equipment confirmation, fleet maintenance support, etc.

Analyze data to identify opportunities for operational improvements.

Prepare regular reports on fleet performance, maintenance costs, and utilization rates.

Why EquipmentShare?

Because we do things differently — and we think you’ll feel it from day one. We’re a people-first company powered by cutting-edge technology. That means our proprietary T3 platform doesn’t just run our business — it also makes your job easier, safer, and more connected. Whether you’re behind the wheel, under the hood, leading a branch, or closing deals — tech supports you , and you drive us forward.

We’re a team of problem-solvers, go-getters, and builders. And we’re looking for teammates who take pride in doing meaningful work and want to be part of building something special .

Perks & Benefits

Monthly Family Dinner Night — We treat you and your family to dinner every month, because family comes first. (An employee favorite!) *restrictions apply

Competitive compensation

Full medical, dental, and vision coverage for full-time employees

Generous PTO + paid holidays

401(k) + company match

Tool and boot reimbursements (role dependent)

Gym membership stipend + wellness programs (earn PTO and prizes!)

Company events, food truck nights, and monthly team dinners

16 hours of paid volunteer time per year — give back to the community you call home

Career advancement, leadership training, and professional development opportunities

About You

You want to be part of a team that’s not just changing an industry for the sake of change — we’re transforming it to make it safer, more secure, and more productive. You bring grit, heart, and humility to your work, and you’re excited about the opportunity to grow within a fast-paced, mission-driven environment.

We’re looking for people who:

See challenges as opportunities

Embrace change and continuous improvement

Bring energy, effort, and optimism every day

Skills & Qualifications

Proven experience as a supervisor/fleet management or similar leadership role

Excellent leadership, communication, and interpersonal skills.

Strategic thinker with the ability to drive innovation and change.

A Workplace For All

At EquipmentShare, we believe the best solutions come from a team that reflects the world around us. Our initiative — A Workplace For All — is rooted in the belief that we must work together to solve some of the toughest problems in construction. That means attracting, developing, and retaining great people from all walks of life.

We value different backgrounds, talents, and perspectives. We want you to feel like you belong here — because you do.

EquipmentShare is an EOE M/F/D/V.