Build the Future with Us — EquipmentShare is Hiring a Driver Training Specialist

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 Driver Training Specialist for our Corporate HQ in Columbia, MO 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. This position is fully remote.

The Driver Training Specialist must have a working knowledge of the trucking industry including DOT/FMCSA compliance. The ideal candidate must hold an active Class A CDL and possess a technical training background. The Driver Training Specialist will facilitate training utilizing driving simulators following the company training curriculum. This position will work closely with Corporate Safety and the DOT Compliance Manager. This position will also serve as a subject matter expert in compliance with DOT Federal and State laws. This position will also be a resource to field operations answering questions, providing guidance and continued education. The Driver Training Specialist is responsible for managing all training schedules for their assigned region. Maintaining the simulator to ensure cleanliness, organization, and keeping equipment in working order. Facilitate training sessions for new and existing drivers of all experience levels and maintain training records. Provide guidance to field operations upon request.

Salary range: $75k-$85k. Factors including past experience and location may affect final compensation rate.

Primary Responsibilities

Perform job duties in accordance with EquipmentShare’s vision, mission, and values
Establish and maintain professional relationships with internal departments & rental/retail markets across the organization
Serve as lead trainer and host for Driver Simulator Training courses, complete necessary train-the-trainer certifications
Troubleshoot simulator issues with support from simulator manufacturer
Communicate training and course schedules, availability, requirements, due dates, and completions to learners, internal managers, and external managers
Ensure all attendance and certification records for training are captured and retained
Provide new hire training as well as annual refresher training and corrective training
Provide direction and training for DVIR/ HOS/ ELD
Provide guidance on transportation and vehicle company safety initiatives & policies
Provide direction and training on load securement
Provide direction and training on roadside inspections
Stays current on changes of regulations, federal, state, and local transportation including environmental regulations and ensures they are communicated during training
Collaborate with L&D to provide continuous improvement to training curriculum
Maintain and update SOP’s related to training and simulators
Up keep the appearance and condition of the training trailer and truck

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

Competitive compensation
Full medical, dental, and vision coverage for full-time employees
Generous PTO + paid holidays
401(k) + company match
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

Required Skills/Abilities

Strong verbal and written communication skills
Ability to work without constant supervision
Ability to work quickly and think logically, especially under pressure
Ability to adapt and engage with different personalities and driver skill levels
Ability to use diplomacy and tact when handling problems
Ability to be flexible and adapt to change in a positive manner
Ability to leverage technology to improve communication and efficiency
Holds a foundational understanding of computer systems in order to troubleshoot minor issues or support learners encountering technical issues

Education and Experience

At least 5 years over the road driving experience Classes 5-8
At least 2 years Training & Development (Preferred)
Working knowledge of G-Suite, including Gmail, Google Docs, Sheets, and Drive
Valid Driver’s License
Valid Class A CDL (Other endorsements preferred)
High School diploma or equivalent

Physical Requirements

Ability to work standing and sitting for extended periods of time
Must be able to perform hands-on training duties at Equipmentshare locations
Ability to travel 80% of the time with overnight travel expected
Must be able to lift up to 50 pounds
Must be able to retain CDL medical card

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.