Heavy Equipment CDL Driver

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 Milwaukee, WI, 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.

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.

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 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.

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 EOE M/F/D/V.

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