Heavy Equipment CDL Driver

CASE Power & Equipment of Florida; Fort Myers (FL); On-site; USD 42,000 - 62,000; Full time

Benefits offered by this job

Monthly Family Dinner Night

Competitive compensation

Full medical, dental, and vision

Job summary

EquipmentShare is hiring a CDL Delivery Driver in Fort Myers, FL. This role runs Monday to Friday, 7:00 AM–5:00 PM, with overtime and on-call compensation. You will operate a truck/trailer, load and unload equipment, and ensure timely deliveries while adhering to safety regulations.

The position requires a Class A CDL or chauffeur’s license, clean driving record, and ability to pass a DOT physical and drug test. Benefits include medical coverage, PTO, and career advancement opportunities.

Qualifications

• Strong interpersonal and customer service skills in delivery points.
• Ability to remain focused in a busy environment.
• Must pass background, drug, and DOT physical requirements.

Responsibilities

• Operate vehicle according to state and federal laws.
• Transport loads safely and timely on required routes.
• Assist with loading/unloading and returning equipment to designated area.
• Maintain invoices and paperwork; deliver documentation when route completes.
• Conduct routine truck maintenance and report malfunctions.
• Arrange trailers in yards for optimal loading patterns.

Skills

Interpersonal skills

Customer service

Safety-conscious

CDL driving

Education

Class A CDL or Chauffeur's license

Job description

Build the Future with Us — EquipmentShare is Hiring a Heavy Equipment CDL Driver

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 CDL Delivery Driver at our rental facility in Fort Myers, FLand 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.

Schedule:Monday to Friday, 7:00 AM to 5:00 PM, and offers overtime pay after working 40 hours. (This role is subject to on-call scheduling with additional compensation provided)

Primary Responsibilities

We don’t just deliver equipment - we deliver innovation. At EquipmentShare, our technology ensures that our drivers work efficiently and effectively by providing real-time access to fleet locations, work orders, and delivery details.

Operates vehicle according to applicable state and federal transportation laws

Transports loads safely and in a timely manner over required route, obeying all traffic laws and observing all safety regulations

Deftly maneuvers truck and trailer into loading and unloading areas; follows loading crew signals

Assists with loading of or loads and unloads goods and materials, using specialized equipment when warranted; unloads empty skids and returns all equipment to designated area

Maintains signed invoices, shipping bills of lading, and other required paperwork; delivers documentation to shipping office or other appropriate staff when delivery route is complete

Facilitates routine service on trucks, which may include checking oil, water, gasoline, and air; reports maintenance malfunctions to Shipping Supervisor

Arranges trailers in shipping yards for optimum loading patterns

Performs other related duties as assigned

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.

• 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 dinner nights
• 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

Required Skills/Abilities:

Strong interpersonal and customer service skills with the ability to speak professionally and courteously with customers and staff at delivery points

Ability to remain focused in a busy environment

Education and Experience:

Must hold either a commercial drivers license (Class A CDL) or chauffeur’s license depending on state, appropriate for weight of vehicle to be operated

Must pass background and drug testing as required by federal and/or state department(s) of transportation regulations

Must pass DOT physical, as trucks driven are over 10k lbs

• Must be at least 21 years old to operate company vehicle
• Must have a clean driving record

Physical Requirements:

Prolonged periods sitting in a trailer cab for long periods of time

Must be able to lift and move up to 40 pounds at a time

Must be able to travel frequently

CDL drivers may be required to be clean shaven in order to deliver to EquipmentShare customers who have this requirement

This is a safety sensitive position and any offer of employment will be contingent on passing a 10 panel drug screen

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 Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, national origin, disability, or status as a protected veteran.

Employment is contingent on passing a background check. Additionally, some roles require passing a drug test, depending on the job responsibilities.

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey.Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.

As set forth in CASE Power & Equipment of Florida’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection.As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.